25 Best Things to Do in Key West 🇺🇸 Top Attractions & Sunsets

I still remember my first glimpse of Key West – that moment when the endless blue of the Overseas Highway finally delivered me to this quirky island paradise. There’s something magical about this southernmost spot in the continental U.S., where Caribbean vibes blend with fascinating history and natural beauty at every turn.

From wandering through Hemingway’s former home to watching the sunset at Mallory Square surrounded by street performers, Key West offers experiences you simply can’t find anywhere else. Whether you’re traveling on a budget or ready to splurge, visiting with kids or seeking adult adventures, this island packs an incredible variety of activities into its compact 4.2 square miles. Let me share the best of Key West – the places that made me fall in love with this tropical wonderland at the end of the road.

🏠 Where to Stay in Key West

💁 Best Guided Tours

Best Things To Do in Key West

1. Ernest Hemingway Home and Museum

Literary History. Stepping into the Ernest Hemingway Home and Museum at 907 Whitehead Street feels like traveling back to the 1930s when the Nobel Prize-winning author created some of his masterpieces here. I was immediately struck by the Spanish Colonial architecture of this 1851 house where Hemingway lived with his second wife Pauline and their two sons.

Visitor Information Details
Opening Hours 9:00 AM – 5:00 PM (Daily)
Regular Admission $17.00
Children (5-12) $7.00
Tour Duration 30 minutes (guided), self-guided available

Famous Cats. The six-toed felines roaming the property completely stole my heart! These polydactyl cats are descendants of Hemingway’s own cat, Snowball, and each is named after a famous person – I spotted Pablo Picasso lounging in the garden and Greta Garbo sunning herself on the porch.

Writer’s Studio. The highlight of my visit was seeing Hemingway’s actual workspace where he wrote classics like “To Have and Have Not” and “The Snows of Kilimanjaro.” Looking through those wide windows overlooking the lush gardens, I understood how this tropical paradise inspired his creativity.

⭐ Best Activities

  • Hemingway in Key West Tours – Dive into the literary legacy and colorful life of Ernest Hemingway on this engaging walking tour, exploring his favorite haunts and learning about the stories that inspired his most famous works.

2. Fort Zachary Taylor Historic State Park

Beach paradise. Fort Zachary Taylor boasts what I consider the best beach in Key West, with crystal-clear waters perfect for snorkeling. Unlike the artificial beaches elsewhere on the island, this natural shoreline offers a genuine Florida Keys experience with its rocky coastline and abundant marine life.

Historic fortress. Walking through the Civil War-era fort was like stepping back in time. Built between 1845 and 1866, this national historic landmark once housed the largest collection of Civil War cannons in the United States.

  • Fort Zachary Taylor highlights:
  • Largest collection of Civil War armament in America
  • Stunning views from the top of the fortress
  • Guided tours available daily at noon
  • Educational exhibits about military history
  • Perfect spot for history buffs and photographers

Picnic spots. The shaded picnic areas near the beach became my favorite lunch spot in Key West. With tables, grills, and restroom facilities available, it’s perfect for a family day out.

Entrance Fees Florida Residents Non-Residents
Pedestrians/Cyclists $2.50 $2.50
Single-occupant vehicle $4.50 $6.00
Vehicle with 2-8 people $6.00 $10.00

⭐ Best Activities

3. Key West Lighthouse and Museum

Panoramic views. Climbing the 88 steps to the top of the Key West Lighthouse rewarded me with breathtaking 360-degree views of the entire island. I could see everything from the Ernest Hemingway House next door to the sparkling waters surrounding Key West.

Maritime history. Built in 1848, this lighthouse has guided sailors safely to shore for over 120 years before being decommissioned in 1969. What fascinated me most was learning about Barbara Mabrity, who took over as lighthouse keeper after her husband died and maintained the light for 38 years!

  • Notable lighthouse features:
  • 88 steps to the observation deck
  • Original keeper’s quarters with period furniture
  • Historic photographs and maritime artifacts
  • Interactive exhibits about lighthouse technology
  • Stunning photo opportunities of Old Town Key West

Keeper’s quarters. The restored keeper’s quarters transported me to the 19th century with authentic furniture and household items. The personal stories of the lighthouse keepers, especially the women who maintained this critical navigation aid, were truly inspiring.

Photography heaven. From the top gallery, I captured some of my best Key West photos. The lighthouse offers unobstructed views in every direction – perfect for sunrise or sunset photography.

⭐ Best Activities

4. Key West Shipwreck Museum

Treasure hunting. The Key West Shipwreck Museum immediately transported me to the 1850s when the island was America’s richest city per capita thanks to the salvage industry. Inside this recreated 19th-century warehouse, I discovered the fascinating world of wreck diving and treasure recovery.

Treasure tales. Learning about the dangerous yet lucrative profession of wrecking captivated me. These brave sailors would race to sinking ships, rescue passengers, and salvage cargo – with the first to arrive claiming the largest share of recovered goods.

Observation tower. Climbing the lookout tower gave me a taste of what wreckers experienced while scanning the horizon for ships in distress. The panoramic views of the harbor and Mallory Square were spectacular.

Ticket Options Price
Adult admission $17.95
Children (4-12) $9.95
Combo ticket with Key West Aquarium $31.95
Annual pass $39.95

Visitor advice. Plan to spend about an hour exploring the exhibits. The live presentations happen throughout the day, so check the schedule when you arrive. I found the museum particularly enjoyable on a hot afternoon when I needed a break from the sun.

⭐ Best Activities

  • Tour: Key West Southernmost Walk – Stroll through the southernmost city in the continental US on this fun and informative walking tour, exploring iconic sights, hidden gems, and the vibrant culture of Key West.
  • Ticket online: Key West Shipwreck Treasure Museum: Entry Ticket – Step back in time and uncover the island’s maritime history with interactive exhibits, salvaged treasures, and panoramic views from the lookout tower.

5. Sloppy Joe’s Bar

Hemingway’s haunt. Walking into Sloppy Joe’s Bar on Duval Street feels like entering a piece of Key West history. This iconic establishment has been serving drinks since 1933 and was a favorite hangout of Ernest Hemingway during his years on the island.

Signature drinks. Cooling off with their famous Sloppy Rita was the perfect midday refreshment. The bar offers a full menu of tropical cocktails, with the Papa Dobles (Hemingway’s favorite daiquiri) and rum runners being particularly popular choices.

Historical ambiance. The walls covered with Hemingway memorabilia and vintage photos tell the story of Old Key West. I spent nearly an hour just examining the fascinating collection of historical photographs documenting the bar’s colorful past.

Popular Menu Items Price
Sloppy Rita $12.00
Papa Doble Daiquiri $11.00
Original Sloppy Joe Sandwich $13.95
Conch Fritters $12.95
Key Lime Pie $7.95

6. Truman Little White House

Presidential Legacy. Walking through the rooms of the Truman Little White House transported me to a pivotal era in American history. The naval officers’ quarters turned presidential retreat sits nestled in the heart of Key West’s Truman Annex at 111 Front Street. I was fascinated by the original furnishings that remain exactly as they were during Truman’s 175 days in residence, from his custom-built poker table to his modest bedroom.

Visitor Information Details
Opening Hours 9:30 AM – 4:30 PM (Daily)
Regular Admission $24.67
Children (4-12) $10.75
Tour Duration 45 minutes (standard), 2.5 hours (White Glove)

Historical Significance. The guided tour revealed fascinating stories about six American presidents who used this tropical sanctuary. My guide Greg shared captivating anecdotes about Truman drafting the Marshall Plan while seated at his desk by the window. The house buzzes with historical energy – from the dining room where international policies were discussed to the poker porch where Truman relaxed with his inner circle.

Exclusive Experiences. The White Glove Tour offered me unprecedented access to areas typically closed to visitors. I felt a thrill sitting momentarily at Truman’s desk for a photo opportunity and examining his custom bar up close. The tour concluded with an unforgettable ride in Truman’s 1950 Lincoln Cosmopolitan limousine to the Truman Waterfront, making me feel like a visiting dignitary.

Hidden Treasures. Beyond the main house, I discovered two free exhibit rooms filled with presidential memorabilia and historical photographs. The botanical gardens surrounding the property create a peaceful oasis with historic species and tropical fruit trees. My advice is to allow extra time to explore these gardens using the complimentary printed guide that identifies the unique flora.

⭐ Best Activities

Things to Do in Key West with Kids

1. Key West Butterfly and Nature Conservatory

Magical encounters. Stepping into the Key West Butterfly and Nature Conservatory felt like entering a tropical fairytale. The climate-controlled glass-enclosed habitat houses over 50 butterfly species from around the world, creating a magical experience for children and adults alike.

Colorful wings. I was immediately surrounded by hundreds of vibrantly colored butterflies fluttering freely through the lush landscape. The Blue Morpho butterflies with their iridescent wings were particularly mesmerizing – my camera barely captured their true brilliance.

  • Conservatory highlights:
  • Over 50 butterfly species
  • 20+ exotic bird species
  • Flowering plants and cascading waterfalls
  • Learning Center with butterfly lifecycle exhibits
  • Two pink Caribbean flamingos named Rhett and Scarlett

Educational value. The Learning Center provided fascinating insights into butterfly anatomy, life cycles, and migration patterns. I watched children’s eyes widen with wonder at the display cases showing butterfly metamorphosis from egg to caterpillar to chrysalis to adult.

Flamingo friends. The resident flamingos, Rhett and Scarlett, were unexpected stars of the show. These charismatic birds wander freely throughout the habitat, often coming surprisingly close to visitors – a delightful experience for kids who rarely get such proximity to exotic birds.

⭐ Best Activities

  • Private Walking Tour of Key West – Enjoy a personalized exploration of Key West’s colorful streets, tailored to your interests and led by a knowledgeable local guide.

2. Key West Aquarium

Marine wonders. The historic Key West Aquarium, one of Florida’s oldest aquariums (built in 1934), offers children a fascinating glimpse into the underwater world surrounding the Florida Keys. Despite its modest size, the aquarium packs in numerous interactive experiences perfect for young explorers.

Touch tanks. The highlight for most kids is undoubtedly the touch tanks, where I watched children’s faces light up as they gently handled sea stars, conchs, and horseshoe crabs under staff supervision. This hands-on experience creates lasting memories for young visitors.

Shark encounters. The shark feeding demonstrations were captivating for visitors of all ages. The clear viewing windows allowed children to get nose-to-nose with nurse sharks, sandbar sharks, and other species while learning about these misunderstood predators.

Ticket Options Price
Adult admission $16.95
Children (4-12) $8.95
Children under 4 Free
Combo tickets with other attractions From $29.95

⭐ Best Activities

  • Key West Aquarium: Entry Ticket – Get up close with native marine life, including sharks, turtles, and tropical fish, at this family-friendly aquarium in the heart of Mallory Square.

3. Mallory Square Street Performers

Sunset celebration. Mallory Square transforms into an open-air circus every evening about two hours before sunset. I watched children’s faces light up with wonder as they encountered sword swallowers, jugglers, tightrope walkers, and trained cats performing incredible tricks.

Family entertainment. The variety of performers ensures there’s something to captivate every child, regardless of age or interests. From the death-defying stunts of the high-wire acts to the gentle comedy of the cat trainer, the performances strike the perfect balance between thrilling and family-friendly.

  • Popular performers include:
  • Dominique the Cat Man with jumping trained cats
  • Will Soto on the tightrope
  • The Great Rondini escape artist
  • Dennis Riley juggling dangerous objects
  • Southernmost Bagpiper in traditional costume

Cultural experience. Beyond the entertainment value, this nightly tradition offers children a glimpse into Key West’s unique culture and artistic spirit. The diverse crowd of locals and tourists creates a festive atmosphere that embodies the island’s welcoming character.

Artistic exposure. Between performances, we browsed the works of local artists displaying everything from handcrafted jewelry to tropical paintings. This impromptu art walk introduces children to various creative expressions in a casual, accessible setting.

Performer Tips Suggested Amount
Main acts $5-10
Secondary performers $1-5
Street musicians $1-2
Photo with performers $5

Practical advice. Arrive at least 90 minutes before sunset to secure a good viewing spot. Bring cash for tipping performers (they work solely for tips). The crowds can get dense, so establish a meeting point in case family members get separated.

⭐ Best Activities

  • Key West: The Conch Republic Come Alive – Experience the quirky spirit of the Conch Republic on this lively tour, featuring the island’s unique history, independence movement, and legendary characters.

4. Eco Discovery Center

Free education. The Florida Keys Eco-Discovery Center quickly became my top recommendation for families visiting Key West on a budget. This free educational facility offers engaging, interactive exhibits about the unique ecosystems of the Florida Keys National Marine Sanctuary.

Reef exploration. The centerpiece is the mock-up of Aquarius, the world’s only underwater ocean laboratory. Children were fascinated by this replica of the real research station located off Key Largo, complete with scientific equipment and viewing windows.

  • Kid-friendly exhibits:
  • Living reef aquarium with native fish species
  • Mote Marine Laboratory interactive displays
  • Hands-on learning stations about marine conservation
  • Native plant garden with butterfly habitat
  • “Connections” theater with educational films

Environmental awareness. The center does an excellent job making complex environmental concepts accessible to children. I watched kids become genuinely excited about marine conservation as they engaged with the interactive displays about coral reefs, mangroves, and seagrass habitats.

Multimedia experiences. The 20-minute film “Reflections of the Florida Keys” in the surround-sound theater captivated even the youngest visitors with its stunning underwater footage and conservation message – a welcome air-conditioned break during a hot day of sightseeing.

Visitor Information Details
Admission Free
Hours Tuesday-Saturday, 9am-4pm
Guided tours 2pm daily (free)
Parking Free lot available
Duration 1-2 hours recommended

Free Things to Do in Key West

1. Southernmost Point Photo

Iconic landmark. The massive concrete buoy marking the Southernmost Point of the continental United States has become Key West’s most photographed attraction. Standing at the corner of South and Whitehead Streets, this colorful monument proclaims “90 Miles to Cuba” – a fact that fascinated me as I gazed toward the horizon.

Perfect selfie. Getting my photo with this famous landmark was a must-do Key West experience. The vibrant red, black, and yellow paint scheme creates a striking backdrop that instantly identifies your location to anyone who sees your vacation photos.

  • Southernmost Point tips:
  • Visit early morning (before 9am) to avoid lines
  • Midday offers the best lighting for photos
  • Sunset creates dramatic silhouette opportunities
  • Nearby benches for resting while waiting
  • Street vendors often sell refreshments in the area

Historical significance. What many visitors don’t realize is that this isn’t actually the southernmost point – that honor belongs to nearby Navy property not accessible to the public. Nevertheless, the monument represents Key West’s unique geographic position and Cuban connection.

Local culture. While waiting for my photo opportunity, I enjoyed chatting with fellow travelers from around the world. The buoy creates a natural gathering spot where visitors share travel tips and stories – a reminder that sometimes the simplest attractions create the most memorable connections.

Best Times to Visit Crowd Level Wait Time
7am-9am Very low 0-5 minutes
9am-11am Moderate 10-15 minutes
11am-4pm High 20-30 minutes
4pm-6pm Moderate 10-20 minutes
After 6pm Low 0-10 minutes

Photography advice. Have your camera ready before reaching the front of the line to keep things moving. Consider framing your shot to include the ocean backdrop. For a unique perspective, some visitors take photos from the seawall adjacent to the monument.

2. Strolling Duval Street

Vibrant atmosphere. Walking the length of Duval Street, Key West’s main thoroughfare stretching from the Gulf of Mexico to the Atlantic Ocean, offers a free immersion into the island’s unique character. I found the mile-long stretch packed with colorful architecture, quirky shops, and the constant buzz of island energy.

People watching. The eclectic mix of tourists, locals, street performers, and characters makes Duval Street a people-watcher’s paradise. Grabbing a bench outside one of the cafés, I enjoyed hours of free entertainment just observing the parade of humanity passing by.

  • Duval Street highlights:
  • Historic architecture spanning Victorian to Caribbean styles
  • Street performers at various corners
  • Public art installations and murals
  • Window shopping at unique boutiques
  • Famous bars and restaurants (viewing from outside is free!)

Architectural gems. The stunning Victorian mansions and brightly painted conch houses lining the side streets off Duval showcase Key West’s architectural heritage. I particularly enjoyed spotting the ornate gingerbread trim and wraparound porches characteristic of the island’s historic homes.

Duval Street Sections Character Best For
Upper Duval (North) Lively, party atmosphere Nightlife, bars, entertainment
Mid Duval Shopping district Boutiques, art galleries, souvenirs
Lower Duval (South) More refined, quieter Upscale dining, historic sites

Walking tips. The street is most enjoyable early morning or late afternoon when temperatures are cooler. Wear comfortable shoes and bring water, especially during summer months. Side streets offer quieter detours with charming residential areas worth exploring.

3. Sunset at Mallory Square

Natural spectacle. Witnessing the sunset celebration at Mallory Square ranks among Key West’s most beloved traditions – and it’s completely free! I joined locals and visitors gathering two hours before sunset to watch the sun sink into the Gulf of Mexico in a blaze of orange, pink, and purple.

Festive atmosphere. The nightly celebration transforms the waterfront into an open-air festival. Street performers, musicians, artists, and food vendors create a carnival-like atmosphere that perfectly complements nature’s show.

  • Sunset celebration features:
  • Unobstructed views of the setting sun
  • Street performers (tipping optional)
  • Local artists displaying handcrafted works
  • Live music from various performers
  • Food vendors selling local specialties

Cultural tradition. This nightly ritual dates back decades and represents Key West’s appreciation for natural beauty and artistic expression. Joining in this communal celebration connected me to the island’s culture in a way that paid attractions couldn’t match.

Photography paradise. The combination of dramatic skies, sailboats on the horizon, and the golden light bathing the harbor creates perfect conditions for memorable photos. I captured some of my best Key West images during this magical hour.

Sunset Times by Season Approximate Time Crowd Size
Winter (Dec-Feb) 5:30pm-6:00pm Moderate
Spring (Mar-May) 6:30pm-7:30pm Heavy
Summer (Jun-Aug) 7:30pm-8:00pm Moderate
Fall (Sep-Nov) 6:00pm-7:00pm Light

Visitor advice. Arrive at least an hour before sunset to secure a good viewing spot along the seawall. Bring cash if you wish to tip performers or purchase from vendors. Stay for about 30 minutes after sunset to enjoy the changing colors in the sky and the transition to evening.

4. Key West Historic Seaport Walk

Maritime heritage. Strolling the Historic Seaport’s Harbor Walk offered me a fascinating glimpse into Key West’s seafaring past and present – all without spending a penny. This waterfront promenade winds past working marinas, historic ships, and the remnants of the once-thriving shrimping industry.

Scenic views. The well-maintained boardwalk provides stunning views of the harbor filled with everything from luxury yachts to working fishing vessels. I spent hours watching boats come and go while pelicans dove for fish in the crystal-clear waters below.

  • Harbor Walk highlights:
  • Informative historical markers along the route
  • Working fishing boats unloading fresh catch
  • Pelicans, herons, and other seabirds
  • Historic tall ships available for viewing from shore
  • Sunset views from the western section

Educational experience. The interpretive signs along the Harbor Walk taught me about Key West’s maritime history, from its days as a salvage and fishing center to its modern tourism economy. These well-designed displays make the walk both entertaining and educational.

Local flavor. Even without dining at the waterfront restaurants, I absorbed the authentic atmosphere of this working harbor. Watching fishermen unload their daily catch and boat crews prepare for sunset sails provided a genuine glimpse into island life beyond the tourist attractions.

Harbor Walk Sections Length Points of Interest
Greene Street to Elizabeth 0.3 miles Schooner Wharf, tall ships
Elizabeth to William 0.4 miles Turtle cannery, fishing fleet
William to Grinnell 0.3 miles Charter boats, restaurants
Grinnell to Margaret 0.2 miles Cruise ship dock, aquarium

5. Higgs Beach

Tropical paradise. Higgs Beach offered me a perfect free day of relaxation with its soft white sand and calm, shallow waters. Located on the Atlantic side of the island, this county park provides all the amenities needed for a beach day without any entrance fees.

Facilities galore. Unlike many free beaches, Higgs Beach comes fully equipped with clean restrooms, outdoor showers, picnic tables, and plenty of shade – making it ideal for budget-conscious travelers who still want comfort and convenience.

  • Beach amenities include:
  • Free parking (limited spaces)
  • Clean restrooms and changing facilities
  • Covered picnic areas with grills
  • Children’s playground
  • Beach volleyball courts
  • Dog park adjacent to beach

Historical interest. While enjoying the beach, I discovered the African Cemetery memorial nearby – a sobering reminder of the 294 African refugees who died in Key West in 1860 after being rescued from slave ships. This historical site adds an educational dimension to a recreational visit.

Marine life. The shallow, clear waters make Higgs Beach perfect for snorkeling right from shore. With my own mask and snorkel, I explored the small reef area near the pier and spotted colorful tropical fish, sea urchins, and even a small stingray – all without spending money on a boat tour.

Beach Activities Equipment Needed Rental Available?
Swimming None N/A
Snorkeling Mask, snorkel, fins Yes ($15/day)
Volleyball None (courts provided) Balls available ($5 deposit)
Paddleboarding Board, paddle Yes ($30/hour)
Kayaking Kayak, paddle Yes ($25/hour)

6. Smathers Beach

Longest stretch. Smathers Beach surprised me with its expansive shoreline – at a half-mile long, it’s Key West’s largest public beach and completely free to visit. Located on the Atlantic side along South Roosevelt Boulevard, this palm-lined beach offers plenty of space even during busy periods.

Water activities. The calm, shallow waters make Smathers ideal for swimming and water sports. I watched parasailers soaring above the turquoise sea while paddleboarders glided along the shoreline – a perfect spot for active beachgoers.

  • Beach features:
  • Half-mile of white sand shoreline
  • Palm trees providing natural shade
  • Shallow swimming area with gradual drop-off
  • Water sports rentals available (not free)
  • Food trucks during peak season
  • Volleyball nets set up daily

Scenic beauty. The rows of swaying palm trees against the backdrop of crystal blue waters create a postcard-perfect tropical setting. I found the eastern end slightly less crowded and more peaceful for those seeking quiet relaxation.

Sunset alternative. While Mallory Square gets the crowds, Smathers Beach offers a more serene sunset experience. I enjoyed watching the sky transform into brilliant colors while seated on the soft sand – a free alternative to sunset cruises that cost $50 or more.

Best Times to Visit Crowd Level Water Conditions
Early morning (7-9am) Very light Calm, clear
Mid-morning (9-11am) Moderate Calm, clear
Midday (11am-2pm) Heavy Slightly choppy
Afternoon (2-5pm) Moderate Moderate waves
Evening (5pm-sunset) Light Calming

Beach tips. Bring your own beach chairs and umbrella to avoid rental fees. The beach has public restrooms and outdoor showers but limited shade – pack sun protection. Street parking along South Roosevelt Boulevard is free but fills quickly during peak season.

7. Window Shopping Art Galleries

Artistic immersion. Key West’s vibrant art scene is accessible to everyone through window shopping the numerous galleries concentrated in the historic district. I discovered that many of the island’s finest galleries feature display windows designed to showcase artwork to passersby – creating a free, self-guided art tour.

Cultural experience. The diverse artistic styles reflect Key West’s unique character and multicultural influences. From tropical watercolors to abstract sculptures, the gallery windows offer a comprehensive overview of the island’s creative community without pressure to purchase.

  • Gallery districts to explore:
  • Upper Duval Street (500-800 blocks)
  • White Street Arts District
  • Fleming Street galleries
  • Truman Avenue corridor
  • Mallory Square area

Local perspectives. The artwork displayed in these galleries provided me with unique insights into how local artists interpret the island’s natural beauty, history, and culture. I gained a deeper appreciation for Key West through these creative expressions.

Viewing tips. Most galleries concentrate in walkable clusters, making it easy to create your own art tour route. Evening hours (after 6pm) often feature the best window lighting for viewing artwork. Some galleries place informational cards about the artists visible from outside.

Seasonal Activities in Key West

Christmas in Key West

Tropical holiday. Experiencing Christmas in Key West completely transformed my understanding of winter celebrations. Palm trees wrapped in twinkling lights and boats decorated with festive displays created a uniquely tropical holiday atmosphere that felt both familiar and wonderfully different.

Harbor lights. The Holiday Lighted Boat Parade (mid-December) became an instant highlight of my Key West Christmas experience. Watching dozens of vessels – from tiny kayaks to luxury yachts – adorned with thousands of colorful lights parading through the harbor was truly magical.

  • Key West Christmas events:
  • Harbor Walk of Lights (throughout December)
  • Holiday Historic Inn Tours (early December)
  • Key West Holiday Parade (first weekend in December)
  • Conch Tour Train Holiday Lights Tour (nightly in December)
  • New Year’s Eve Conch Drop at Sloppy Joe’s

Historic home tours. The Holiday Historic Inn Tours offered a rare glimpse inside some of Key West’s most beautiful Victorian mansions and guest houses, all decorated in festive tropical style. The combination of historic architecture and creative holiday décor was absolutely enchanting.

Festive atmosphere. Despite the warm temperatures, Key West embraces the holiday spirit wholeheartedly. I found the contrast between traditional Christmas elements and the island setting – like Santa arriving by boat at the Historic Seaport – both charming and refreshingly different from mainland celebrations.

Key West Christmas Events Dates Cost
Harbor Walk of Lights December 1-31 Free
Holiday Historic Inn Tours First weekend in December $30
Key West Holiday Parade First Saturday in December Free
Conch Tour Train Holiday Lights December 5-24 $25 adults, $15 children
New Year’s Eve Celebrations December 31 Varies (many free options)

Summer Festivals and Events

Vibrant celebrations. Summer in Key West surprised me with its lively festival calendar despite being the off-season for tourism. The island maintains its energetic spirit with unique events that showcase its quirky character and cultural diversity.

Underwater music. The Lower Keys Underwater Music Festival (July) ranks among the most unusual events I’ve ever experienced. Snorkeling at Looe Key Reef while underwater speakers broadcast themed music created a surreal, memorable adventure – where else can you hear “Yellow Submarine” while swimming with tropical fish?

  • Summer festival highlights:
  • Key Lime Festival (July 1-4)
  • Hemingway Days (mid-July)
  • Lobsterfest (mid-August)
  • Tropical Heat (mid-August)
  • Key West BrewFest (Labor Day weekend)

Literary celebration. Hemingway Days honors Key West’s most famous literary resident with events including the quirky Papa Look-Alike Contest at Sloppy Joe’s Bar. Watching dozens of white-bearded men compete to be named the most authentic Hemingway doppelgänger was both hilarious and strangely touching.

Culinary experiences. The Key Lime Festival celebrates the island’s signature dessert with events ranging from pie-eating contests to cooking classes. I particularly enjoyed the Key Lime Pie Hop, sampling different interpretations of this classic treat from various local bakeries and restaurants.

Summer Events Dates Admission Costs
Key Lime Festival July 1-4 Varies by event ($0-$30)
Underwater Music Festival Second Saturday in July $30 (boat trip required)
Hemingway Days Mid-July Most events free
Lobsterfest Second weekend in August Free street fair, ticketed events $30-$50
Key West BrewFest Labor Day weekend Some free events, tasting tickets $30-$40

Summer advice. Summer brings lower hotel rates but higher temperatures and humidity. Plan outdoor activities for morning or evening hours. Hurricane season officially runs June through November – consider travel insurance and flexible plans during this period.

Spring Blooms in Key West Gardens

Tropical paradise. Spring in Key West transforms the island into a riot of color as native and exotic plants burst into bloom. The subtropical climate creates ideal conditions for flowering species that simply took my breath away during March and April visits.

Botanical wonders. The Key West Tropical Forest & Botanical Garden, the only frost-free botanical garden in the continental United States, showcases native flora at its spring peak. Walking the winding paths beneath flowering trees and alongside blooming orchids was a sensory delight.

  • Spring garden highlights:
  • Royal Poinciana trees with brilliant red-orange blooms
  • Fragrant frangipani (plumeria) in multiple colors
  • Native butterfly-attracting plants in full flower
  • Orchid collections reaching peak bloom
  • Bromeliads displaying colorful central cups

Butterfly season. Spring coincides with peak butterfly activity in Key West. The gardens of the Audubon House come alive with zebra longwings, gulf fritillaries, and monarch butterflies drawn to the carefully maintained native plants and flowering shrubs.

Garden events. The annual Garden Club of the Keys Flower Show (March) showcases the island’s most beautiful blooms and creative arrangements. I was amazed by the tropical varieties on display – many of which I’d never encountered in mainland gardens.

Key West Gardens Spring Highlights Admission
Key West Tropical Forest & Botanical Garden Native plant collection, butterfly garden $10
West Martello Tower Gardens Orchid and bromeliad collections Free (donations welcome)
Audubon House Gardens Historic garden with tropical fruit trees $16 (includes house tour)
Nancy Forrester’s Secret Garden Rare palms and flowering trees $10
The Gardens Hotel Award-winning orchid collection Free to hotel guests

Autumn Foliage Walks in Key West Parks

Subtle changes. While Key West doesn’t experience the dramatic fall foliage of northern states, autumn brings its own subtle seasonal shifts to the island’s landscape. I discovered that the slightly cooler temperatures and changing light create perfect conditions for exploring the island’s parks and natural areas.

Bird migration. Fall marks the arrival of migratory birds to Key West, making it an excellent time for birdwatching in the island’s parks and wildlife areas. During my October visit to the Key West Wildlife Center, I spotted warblers, thrushes, and other migratory species resting before continuing their journey south.

  • Autumn nature highlights:
  • Migratory bird watching opportunities
  • Blooming wildflowers unique to fall
  • Reduced humidity for comfortable hiking
  • Sea grape leaves turning reddish-purple
  • Gumbo limbo trees shedding their copper-colored bark

Nature trails. The Fort Zachary Taylor State Park nature trails showcase native vegetation with interpretive signs explaining the ecological importance of various species. The autumn light filtering through the Australian pines creates a magical atmosphere for photography.

Peaceful exploration. With fewer tourists than winter months, autumn offers a more serene experience in Key West’s parks and natural areas. I enjoyed having sections of the Key West Tropical Forest & Botanical Garden almost entirely to myself during a November visit.

Autumn Nature Spots Best Features Walking Time
Fort Zachary Taylor Trails Coastal hammock ecosystem 30-45 minutes
Key West Wildlife Center Bird watching, native plants 1 hour
Indigenous Park Native plant species 20-30 minutes
West Martello Tower Gardens Ocean views, native plants 45 minutes
Little Hamaca Park Tidal wetlands, bird watching 30 minutes

Seasonal tips. October and November bring slightly cooler temperatures (averaging 75-80°F) and decreased humidity, making outdoor exploration more comfortable. The Atlantic hurricane season officially runs through November 30, so monitor weather forecasts during your visit.

Day Trips from Key West

1. Dry Tortugas National Park

Remote paradise. My day trip to Dry Tortugas National Park, located 70 miles west of Key West, ranks among my most extraordinary travel experiences. This remote cluster of seven small islands centers around the massive Fort Jefferson, a 19th-century coastal fortress surrounded by pristine turquoise waters.

Historical marvel. Fort Jefferson, the largest brick structure in the Americas with over 16 million bricks, immediately impressed me with its scale and engineering. Walking the fort walls while learning about its Civil War history and famous prisoners (including Dr. Samuel Mudd) was fascinating.

Dry Tortugas highlights:

  • Massive historic Fort Jefferson
  • Crystal-clear waters with 100+ feet visibility
  • Pristine coral reefs accessible from shore
  • Abundant marine life including sea turtles
  • Bird sanctuary with frigate birds and sooty terns
  • Undeveloped beaches with powder-soft sand

Snorkeling heaven. The protected waters surrounding the fort offer some of the best snorkeling I’ve experienced. Swimming through the moat wall and exploring the coral-encrusted pilings revealed colorful fish, lobsters, and even a small nurse shark – all in shallow, calm waters perfect for beginners.

Logistical challenge. Reaching Dry Tortugas requires planning as options are limited to either the Yankee Freedom ferry or seaplane service. While expensive, both provide spectacular journeys across the Gulf of Mexico with opportunities to spot dolphins and seabirds.

Transportation Options Travel Time Cost Includes
Yankee Freedom Ferry 2.5 hours each way $190 adults, $135 children Breakfast, lunch, snorkeling gear, park entry
Key West Seaplane 40 minutes each way $361 half-day, $634 full-day Snorkeling gear, park entry
Private charter boat Varies $1,200+ Customizable

Trip advice. Book transportation well in advance, especially during peak season (December-April). The ferry allows a 4.5-hour stay on the island – prioritize activities accordingly. Bring extra water, sun protection, and snacks. Consider camping overnight (permits required) for a truly unique experience away from day-trippers.

⭐ Best Activities

2. Bahia Honda State Park

Natural beauty. Bahia Honda State Park, located about 35 miles northeast of Key West on Big Pine Key, offered me a perfect day trip combining history, natural beauty, and some of Florida’s finest beaches. The drive alone along the Overseas Highway provides spectacular views of the turquoise waters separating the Keys.

Pristine beaches. The park’s award-winning beaches immediately impressed me with their soft white sand and crystal-clear waters. Sandspur Beach on the Atlantic side stretches for over a mile, while Calusa Beach on the Gulf side offers calmer waters perfect for families with young children.

  • Park highlights:
  • Award-winning beaches with natural sand
  • Historic Bahia Honda Rail Bridge
  • Nature trails through native vegetation
  • Excellent snorkeling at the beach and nearby reef
  • Kayak rentals for exploring shallow waters
  • Abundant bird watching opportunities

Historical interest. The imposing remains of Henry Flagler’s Bahia Honda Rail Bridge dominate the park’s skyline. Walking the portion of the old bridge converted to a pedestrian path gave me a fascinating glimpse into the ambitious engineering that first connected the Keys by rail in the early 1900s.

Natural encounters. The park’s nature trail led me through diverse ecosystems including coastal hammock, mangrove wetlands, and beach dunes. I spotted numerous bird species, including a magnificent frigatebird soaring overhead, and even glimpsed a Key deer near the park entrance.

Park Activities Cost Equipment Needed
Beach access $8 per vehicle Beach gear
Snorkeling Free (beach), $29.95 (reef trip) Mask, snorkel, fins
Kayaking $12/hour single, $20/hour double Provided with rental
Camping $36/night Camping equipment
Cabin rental $120/night None

3. Islamorada

Village of islands. My day trip to Islamorada, about 80 miles northeast of Key West, introduced me to a different Keys experience centered around world-class fishing, water sports, and a more laid-back atmosphere than Key West’s bustling tourist scene.

Fishing capital. Known as the “Sportfishing Capital of the World,” Islamorada lives up to its reputation. I watched charter boats returning to Bud N’ Mary’s Marina with impressive catches of mahi-mahi, tuna, and marlin – evidence of the extraordinary fishing opportunities in these waters.

  • Islamorada highlights:
  • Theater of the Sea marine mammal park
  • History of Diving Museum
  • Robbie’s Marina (feed the tarpon)
  • Florida Keys Brewing Company
  • Rain Barrel Artisan Village
  • Anne’s Beach for shallow wading

Marine encounters. Theater of the Sea offered a more intimate alternative to larger marine parks, with up-close encounters with dolphins, sea lions, and tropical birds. The lagoon-style setting creates natural-feeling habitats for the animals while allowing visitors excellent viewing opportunities.

Local culture. The Rain Barrel Artisan Village, housed in a collection of colorful buildings including a giant lobster statue, showcases work from local artists and craftspeople. I found unique souvenirs that reflected the Keys’ distinctive aesthetic and natural environment.

Islamorada Attractions Admission Hours
Theater of the Sea $39.95 adults, $29.95 children 9:30am-3:30pm
History of Diving Museum $15 adults, $7 children 10am-5pm
Robbie’s (tarpon feeding) $2.25 entry, $4 fish bucket 7am-8pm
Florida Keys Brewing Co. Free entry, beer prices vary 11am-10pm
Rain Barrel Artisan Village Free 10am-5:30pm

Travel advice. The drive from Key West to Islamorada takes about 1.5-2 hours each way, so start early to maximize your time. Consider stopping at additional Keys attractions like the Turtle Hospital in Marathon on your return journey. Many restaurants close between lunch and dinner service, so plan meals accordingly.

⭐ Best Activities

FAQ

What are the most popular things to do in Key West?

Key West’s famous attractions include the Ernest Hemingway Home, Southernmost Point, and sunset celebrations at Mallory Square. One of Key West’s best experiences is simply wandering Duval Street in the heart of Key West, where you’ll find everything from art galleries to lively bars.

Where to find the best slice of Key lime pie?

Key West Key Lime Shoppe on Greene Street serves one of the most authentic versions of this iconic dessert. Many Key West restaurants claim to have the best, but locals often recommend Blue Heaven for their meringue-topped version or Kermit’s Key West Key Lime Shoppe for chocolate-dipped key lime pie on a stick.

What interesting things can I see around Key West?

The coast of Key West offers spectacular snorkeling at Fort Zachary Taylor and boat trips to see dolphins in their natural habitat. Just 70 miles from Key West, Dry Tortugas National Park features crystal clear waters and the massive Fort Jefferson, making it one of the best things to experience in South Florida.

How to learn about the history of Key West?

Key West Shipwreck Treasure Museum showcases the island’s maritime heritage when wrecking made it America’s richest city per capita. The Key West Cemetery contains fascinating epitaphs including the famous “I told you I was sick,” reflecting the unique humor that has defined Key West since its founding.

What attractions in Key West are free to visit?

The Key West sunset at Mallory Square costs nothing but offers priceless views of Key West’s most celebrated natural spectacle. Southernmost Point, Higgs Beach, and strolling the Historic Seaport are also popular Key West attractions that won’t cost you a penny.

Where did Ernest Hemingway live in Key West?

Hemingway’s Key West home on Whitehead Street remains one of Key West’s best preserved historic sites. The author lived in this Spanish Colonial house from 1931 to 1939, writing many of his famous works here while surrounded by his beloved six-toed cats whose descendants still roam the property.

What’s special about Key West First Legal Rum Distillery?

Key West First Legal Rum Distillery offers tours showing how they create spirits using local ingredients and traditional methods. The distillery occupies a historic building that once housed a Pre-Prohibition era bar, connecting visitors to the island’s colorful relationship with spirits that dates back to rum-running days.

Is Key West good for fishing and water activities?

Fishing in Key West is world-class, with opportunities for deep sea, flats, and reef fishing year-round. Key West is also the perfect place for kayaking through mangroves, jet skiing around the island city of Key West, or taking a sunset sail with views of Key West’s spectacular coastline.

Where to stay in Key West for the best experience?

One of Key West’s most charming accommodation options is staying in a historic conch house in Old Town. Key West is a very walkable city, so choosing a place in Key West’s historic district puts you within easy reach of Duval Street, the Historic Seaport, and most major attractions.

When should I plan my Key West adventure?

Key West may be most crowded during winter months when northern visitors seek warm weather. Fantasy Fest in October and the Key West and the Florida Keys Food and Wine Festival in January are major events, while September offers lower rates despite the fact that Key West is one of the least hurricane-affected areas in South Florida.

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