#1
Icons & Sightseeing
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Mallory Square Sunset Celebration
Watch Key West’s famous nightly sunset gathering with performers, artists, boats and a waterfront crowd. · Mallory Square
The complete list
Top 100 Things to Do in Key West
Search by name, filter by category or narrow the list by area. Every entry links directly to an attraction, operator, venue or relevant official visitor resource.
100 of 100 things shown
#2
Nature & Wildlife
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Dry Tortugas National Park & Fort Jefferson
Make the memorable trip about 70 miles west of Key West to Fort Jefferson, turquoise water, snorkeling and remote island scenery. · Dry Tortugas
#3
History & Museums
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Ernest Hemingway Home & Museum
Tour Hemingway’s Key West home, writing studio, gardens and the famous colony of polydactyl cats. · Old Town
#4
Beaches & Parks
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Fort Zachary Taylor Historic State Park
Combine one of Key West’s best swimming beaches with Civil War history, shady picnic areas and sunset views. · Old Town waterfront
#5
Nature & Wildlife
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Key West Butterfly & Nature Conservatory
Walk through a glass-domed tropical habitat filled with free-flying butterflies, colorful birds and flamingos. · Upper Duval
#6
Tours & Cruises
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Sunset Sail with Danger Charters
Sail into a Key West sunset aboard a schooner-style charter with a smaller-group, classic sailing feel. · Historic Seaport
#7
Water Sports
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Florida Reef Snorkeling with Fury
Take a catamaran out to the Florida Keys reef for a guided snorkeling trip in warm tropical water. · Key West waterfront
#8
Icons & Sightseeing
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Southernmost Point Buoy
Get the classic Key West photo at the colorful Southernmost Point landmark near the Atlantic end of Whitehead Street. · Upper Old Town
#9
History & Museums
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Harry S. Truman Little White House
Tour Florida’s only presidential museum and learn how President Truman used Key West as a working retreat. · Truman Annex
#10
Icons & Sightseeing
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Walk Duval Street & Old Town
Explore the island’s best-known street for architecture, galleries, restaurants, bars, shopping and people-watching. · Old Town
#11
Icons & Sightseeing
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Key West Historic Seaport Harborwalk
Walk the working harbor, marinas and boardwalks where fishing boats, schooners, shops and waterfront restaurants line the seaport. · Historic Seaport
#12
History & Museums
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Key West Lighthouse & Keeper’s Quarters
Climb the historic lighthouse for panoramic island views and explore the keeper’s quarters and grounds. · Old Town
#13
History & Museums
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Mel Fisher Maritime Museum
See shipwreck artifacts, maritime archaeology exhibits and treasures connected to the 1622 fleet and Key West’s sea history. · Old Town waterfront
#14
Nature & Wildlife
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Key West Aquarium
Meet sharks, rays, turtles and other marine life at one of Key West’s classic family attractions near Mallory Square. · Mallory Square
#15
History & Museums
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Key West Shipwreck Treasure Museum
Step into Key West’s wrecking era with actors, artifacts and a lookout tower near Mallory Square. · Mallory Square
#16
History & Museums
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Audubon House & Tropical Gardens
Visit an 1840s home tied to Key West’s wrecking era, surrounded by a lush tropical garden. · Old Town
#17
History & Museums
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Custom House Museum
Explore Key West art and history inside the imposing red-brick 1891 Custom House near Mallory Square. · Mallory Square
#18
History & Museums
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Fort East Martello & Robert the Doll
See Civil War-era fortifications, local history exhibits and Key West’s famous Robert the Doll. · Airport area
#19
History & Museums
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Tennessee Williams Museum
Discover the playwright’s long Key West connection through memorabilia, photographs and exhibits. · Old Town
#20
History & Museums
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The Oldest House Museum & Garden
Tour one of Key West’s oldest surviving homes and learn how early island residents lived. · Old Town
#21
History & Museums
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USCGC Ingham Maritime Museum
Board a preserved Coast Guard cutter with decades of military and maritime history. · Truman Waterfront
#22
Nature & Wildlife
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Florida Keys Eco-Discovery Center
Learn about coral reefs, seagrass, mangroves and protected Florida Keys habitats through interactive exhibits. · Truman Waterfront
#23
History & Museums
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San Carlos Institute
Visit the historic Cuban cultural center on Duval Street and learn about Key West’s deep Cuban-American connections. · Duval Street
#24
History & Museums
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Key West Firehouse Museum
Explore vintage firefighting equipment and stories inside Key West’s historic fire station. · Old Town
#25
History & Museums
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Key West Cemetery
Walk among distinctive island epitaphs, historic graves and generations of Key West stories. · Old Town
#26
Nature & Wildlife
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Key West Garden Club at West Martello Tower
Wander free gardens inside a Civil War-era fort with orchids, tropical plants and Atlantic views. · Higgs Beach
#27
Nature & Wildlife
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Key West Tropical Forest & Botanical Garden
Explore native Keys habitat, tropical plant collections, birding areas and peaceful garden trails. · Stock Island side
#28
Nature & Wildlife
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Key West Wildlife Center
Visit the nature area around the island’s wildlife rehabilitation center and learn about local birds and conservation. · Old Town edge
#29
Nature & Wildlife
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Nancy Forrester’s Secret Garden
Meet rescued parrots in a lush private garden and hear stories about conservation and tropical birds. · Old Town
#30
Beaches & Parks
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Smathers Beach
Stretch out on Key West’s largest public beach, with room for sunbathing, volleyball and watersports. · South Roosevelt Blvd
#31
Beaches & Parks
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Higgs Beach
Enjoy a broad Atlantic beach near West Martello, the African Cemetery, dog park and White Street Pier. · Atlantic Boulevard
#32
Beaches & Parks
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Rest Beach / C.B. Harvey Park
Choose a quieter beachfront park for wading, shell searching, shade and an easy waterside break. · Atlantic Boulevard
#33
Beaches & Parks
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South Beach Key West
Stop at the small public beach at the Atlantic end of Duval for a quick swim and classic island view. · Upper Duval
#34
Beaches & Parks
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Edward B. Knight / White Street Pier
Walk far out over the Atlantic for fishing, breezes, ocean views and a local-style sunrise or sunset stop. · Higgs Beach
#35
Beaches & Parks
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Truman Waterfront Park
Relax in a spacious waterfront park with walking paths, playgrounds, splash areas and harbor views. · Truman Waterfront
#36
Icons & Sightseeing
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Sunset Pier at Ocean Key
Grab a waterfront seat at the foot of Duval Street for live music, drinks and a dramatic Gulf sunset. · 0 Duval Street
#37
Water Sports
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Fury Parasailing
Rise above Key West for wide island and ocean views on a tandem or triple parasailing flight. · Key West waterfront
#38
Water Sports
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Fury Jet Ski Island Tour
Circle Key West on a guided personal-watercraft tour with multiple stops and open-water riding. · Key West waterfront
#39
Water Sports
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Fury Ultimate Adventure
Pack multiple water activities into one outing with a large catamaran watersports experience. · Key West waterfront
#40
Water Sports
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Sunset Watersports Key West
Choose from parasailing, jet skis, snorkeling, sunset cruises and multi-activity water adventures. · Historic Seaport
#41
Water Sports
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Sebago Watersports
Sail, snorkel, kayak or head out for a Key West sunset with a long-running local watersports operator. · Historic Seaport
#42
Water Sports
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Danger Charters Sail, Snorkel & Kayak
Combine real sailing with guided snorkeling and kayaking in Key West’s backcountry waters. · Historic Seaport
#43
Nature & Wildlife
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Honest Eco Dolphin Watch & Snorkel
Look for wild dolphins and snorkel with naturalist-minded guides on a small-group eco excursion. · Historic Seaport
#44
Water Sports
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Lazy Dog Mangrove Kayak Tour
Paddle calm backcountry water and mangrove tunnels with a guided eco-tour from the Stock Island side. · Hurricane Hole
#45
Water Sports
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Blue Planet Kayak Eco-Tour
Explore mangroves and shallow marine habitat by kayak on a small-group nature tour. · Key West / Stock Island
#46
Water Sports
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Key West Eco Tours Backcountry Adventure
Explore protected backcountry waters by kayak or small boat and look for marine life away from downtown. · Key West backcountry
#47
Water Sports
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Barefoot Billy’s Watersports
Choose jet ski tours, watersports and on-the-water activities from beach and resort locations around Key West. · Key West
#48
Tours & Cruises
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Schooner Appledore Sailing
Sail Key West on a classic schooner with sunset, daytime and eco-style departures. · Historic Seaport
#49
Tours & Cruises
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Argo Navis Luxury Sailing
Take a more upscale small-group sailing experience aboard a large luxury catamaran from Sunset Pier. · 0 Duval Street
#50
Tours & Cruises
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Schooner America 2.0 / Classic Harbor Line
Enjoy a polished sailing cruise on a classic-style schooner, including popular sunset departures. · Key West Bight
#51
Tours & Cruises
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Yankee Freedom Dry Tortugas Ferry
Ride the official ferry service to Garden Key for a full-day Dry Tortugas and Fort Jefferson adventure. · Ferry Terminal
#52
Tours & Cruises
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Key West Seaplane Adventures to Dry Tortugas
Fly low over the Keys and Gulf to Dry Tortugas National Park for a memorable aerial and island experience. · Key West Airport
#53
Tours & Cruises
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Cruisin’ Tikis Key West
Float around Key West on a tiki-style boat for a casual private or small-group harbor experience. · Key West waterfront
#54
Water Sports
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Island Jane Sandbar & Eco Charters
Head into backcountry water for sandbars, snorkeling, clear-kayak outings and relaxed private charters. · Historic Seaport
#55
Nature & Wildlife
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Key West Extreme Adventures Shark Tour
See sharks and other wildlife from a purpose-built tour boat on an educational wildlife encounter. · Key West
#56
Fishing
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Charter Boat Row of Key West
Choose among local charter boats at Garrison Bight for offshore, reef, wreck and inshore fishing. · Garrison Bight
#57
Fishing
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Cowboy Cowgirl Sportfishing
Book private or shared Key West sportfishing trips with a long-running family charter operation. · Garrison Bight
#58
Fishing
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Cora Beth Fishing
Join a limited-load party boat for reef fishing, sunset snapper trips or longer fishing days. · Historic Seaport
#59
Fishing
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Dream Catcher Charters
Choose backcountry, flats, wreck, reef, offshore or sightseeing trips with a broad private-charter fleet. · Key West
#60
Fishing
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Linda D Sportfishing
Fish from Charter Boat Row on private or shared offshore trips with an established Key West operation. · Garrison Bight
#61
Fishing
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Captain Conch Charters
Choose split charters, private deep-sea trips and other fishing options from a well-known Key West fleet. · Garrison Bight
#62
Fishing
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FishMonster Fishing Charters
Pick offshore, reef, wreck, flats or party-boat style fishing from the Historic Seaport. · Historic Seaport
#63
Fishing
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Southbound Sportfishing
Fish with a longtime Charter Boat Row operation offering offshore, reef and wreck trips. · Garrison Bight
#64
Fishing
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ShadowCaster Flats Fishing
Sight-fish Key West’s shallow backcountry and flats on a private light-tackle charter. · A&B Marina
#65
Fishing
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Gulfstream IV Party Fishing Boat
Join a larger head-boat style fishing trip that works well for solo anglers, families and groups. · Garrison Bight
#66
Fishing
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ALL IN Fishing Charters
Book a private Key West reef, wreck or offshore trip with an owner-operated charter. · Stock Island / Key West
#67
Tours & Cruises
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Key West Food Tours
Taste Key West while learning neighborhood history on guided food, cocktail and cultural walking tours. · Old Town
#68
Tours & Cruises
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Old Town Trolley Tours
Hop on and off around Key West with narrated sightseeing and stops near major attractions. · Old Town
#69
Tours & Cruises
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Conch Tour Train
Ride the classic open-air sightseeing train through Old Town with local history and island stories. · Old Town
#70
Tours & Cruises
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Ghosts & Gravestones Night Tour
Explore haunted Key West stories and nighttime Old Town aboard the Trolley of the Doomed. · Old Town
#71
Tours & Cruises
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Lloyd’s Tropical Bike Tour
Pedal quiet island streets while hearing local stories and sampling tropical fruit along the way. · Old Town
#72
Tours & Cruises
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Hemingway in Key West Tours
Walk through Hemingway- and Jimmy Buffett-related Key West locations with a specialty local guide. · Old Town
#73
Nightlife & Entertainment
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Key West Pub Crawl
Join a guided crawl through Old Town bars for a social introduction to Key West nightlife. · Duval / Old Town
#74
Shopping & Local Finds
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Key West Farmers Market
Browse produce, food vendors, crafts and local goods at the weekly Truman Waterfront market when scheduled. · Truman Waterfront
#75
Food & Drink
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Blue Heaven
Have breakfast, brunch or dinner in a famously eccentric Bahama Village courtyard—and save room for Key lime pie. · Bahama Village
#76
Food & Drink
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Kermit’s Key Lime Shoppe
Try Key lime pie, frozen chocolate-dipped pie bars and other lime-flavored treats. · Old Town
#77
Food & Drink
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Key West Key Lime Pie Company
Sample another celebrated take on the island’s signature dessert in the heart of Old Town. · Old Town
#78
Food & Drink
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Cuban Coffee Queen
Grab Cuban coffee, breakfast or a quick sandwich at a favorite casual Key West stop. · Historic Seaport
#79
Nightlife & Entertainment
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Sloppy Joe’s Bar
Stop into one of Duval Street’s best-known bars for live music, Key West history and a lively crowd. · Duval Street
#80
Nightlife & Entertainment
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Green Parrot Bar
Catch live music and a locals-heavy Key West bar atmosphere just off Duval. · Old Town
#81
Nightlife & Entertainment
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Captain Tony’s Saloon
Have a drink in a historic Key West saloon packed with stories, memorabilia and old-island character. · Old Town
#82
Nightlife & Entertainment
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Schooner Wharf Bar
Listen to live music on the harbor with a laid-back working-waterfront atmosphere. · Historic Seaport
#83
Food & Drink
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Key West First Legal Rum Distillery
Tour and taste rum at a downtown distillery built around Keys flavor and local history. · Old Town
#84
Food & Drink
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Papa’s Pilar Rum Experience
Visit the Hemingway-inspired rum experience and distillery setting in Old Town. · Old Town
#85
Food & Drink
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First Flight Island Restaurant & Brewery
Eat and drink at the historic site associated with Pan Am’s early Key West operations. · Old Town
#86
Food & Drink
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The Waterfront Brewery
Pair house-brewed beer with marina views at the Historic Seaport. · Historic Seaport
#87
Food & Drink
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Pepe’s Cafe
Eat at one of Key West’s longest-running restaurants for a taste of old-island dining history. · Old Town
#88
Food & Drink
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Half Shell Raw Bar
Go casual with oysters, seafood and waterfront atmosphere in the Historic Seaport. · Historic Seaport
#89
Nightlife & Entertainment
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Hog’s Breath Saloon
Catch live music and Key West bar culture just off Duval Street. · Old Town
#90
Food & Drink
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Better Than Sex – A Dessert Restaurant
Make dessert the event at this adults-oriented Key West date-night favorite. · Old Town
#91
Arts & Culture
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The Studios of Key West
See free gallery exhibitions, concerts, performances, classes and rooftop events at Key West’s creative hub. · Old Town
#92
Arts & Culture
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Tropic Cinema
Catch independent, international and classic films at Key West’s nonprofit Art Deco cinema. · Old Town
#93
Arts & Culture
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Key West Theater
See touring music, comedy and special events in an intimate historic Old Town venue. · Old Town
#94
Arts & Culture
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Waterfront Playhouse
See professional live theater steps from the sunset action at Mallory Square. · Mallory Square
#95
Arts & Culture
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Red Barn Theatre
Catch acclaimed professional productions in an intimate theater tucked just off Duval Street. · Duval Street
#96
Arts & Culture
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Key West Art Center & Gallery
Browse work by local Florida Keys artists at a nonprofit gallery near the waterfront. · Front Street
#97
Arts & Culture
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Gallery on Greene
Explore Key West and Cuban-inspired fine art in a well-known Old Town gallery. · Old Town
#98
Arts & Culture
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Alan S. Maltz Gallery
See fine-art photography focused on Key West, the Florida Keys and Florida landscapes. · Duval Street
#99
Shopping & Local Finds
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Books & Books at The Studios of Key West
Browse an independent bookstore inside The Studios, with strong Florida and literary selections. · Old Town
#100
Shopping & Local Finds
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Kino Sandals
Visit the family-run Key West sandal shop for handmade leather footwear and a classic local souvenir. · Old Town