Plan Your Trip
Login /
Sign up
Language
English
Currency
USD
Login /
Sign up
Language
English
Currency
USD
Venues | Key West Historic District
Key West Historic District
Top Sights Near Key West Historic District
Duval Street
23
Activities
Mallory Square
45
Activities
Key West Aquarium
10
Activities
Florida Keys National Marine Sanctuary
46
Activities
Smathers Beach
18
Activities
Sand Key Reef
12
Activities
Vandenberg Wreck
6
Activities
Southernmost Point of the Continental USA
35
Activities
Home
Things to do in USA
Things to do in Florida
Things to do in Key West
Key West Historic District
Time of the Day
Clear Filters
Afternoon (13)
All Day (4)
Late Half Day (2)
Evening (1)
Morning (1)
Features
Free Cancellation (21)
Special Offer (7)
Private Tour (5)
Rating
& up
& up
& up
& up
Duration
Up to 1 Hour
1 to 4 Hours (20)
4 Hours to 1 Day (8)
1 to 3 Days
3+ Days
Price Range
0 - 1000
28 results found
Filters
Sort by
Featured
Rating
Price - Low to High
Price - High to Low
Duration - Short to Long
Duration - Long to Short
Sunset Sail in Key West with Beverages Included
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise is legendary. Being out on the water for a Key West sunset is like being IN the sunset itself. There is nothing quite like it. Who knows, you may get lucky enough to witness that elusive green flash!
(942)
1 hour and 30 minutes
Free Cancellation
$ 79
/person
Key West Historic Seaport Food & Walking Tour
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the tropical neighborhood streets. This small-group tour is limited to 12 people, and you'll leave with a greater understanding of the industries that shaped our island and culture. Joining a fish lover, but not one yourself? No problem, we’ve got you covered with equally delicious substitutions.
(660)
3 hours
Free Cancellation
$ 93.5
/person
Original Key West Pub Crawl: The Best Bars with Free T-Shirt
For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the original Key West Pub Crawl, a local favorite since 2002. Your ticket includes five refreshing drinks and a memorable souvenir T-shirt – the perfect way to experience Duval Street after dark!
(362)
2 hours and 30 minutes
Free Cancellation
$ 43
/person
Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks
Join us for the ultimate sandbar adventure in Key West. This trip combines the best activities Key West has to offer. We will cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles. Keep your eyes peeled as you never know which of the over 500 marine species of wildlife you will encounter. Our expert guides will take you to the best spots to locate as many species as possible. After the kayak tour finishes we will serve lunch on the way to a local secluded sandbar. Once done with the kayak tour the bar is open. Guests will have unlimited access to our onboard soft drinks, draft beer & wine selections. Grab a beverage & explore the secluded sandbar. This trip combines all of the best things Key West has to offer. Each trip will has our master captain and two additional crew members catering to each guest.
(350)
5 hours
Free Cancellation
$ 150
/person
Key West Sunset Sail Aboard Legendary Schooner Appledore
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. We limit passengers to just 36, guaranteeing you'll have room to move about and have an intimate evening experience. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship. With the painted sky as an exquisite backdrop, your sunset sail takes you past Key West’s Historic Seaport, Mallory Square’s Sunset Celebration, the Navy Mole where the big ships dock and the civil war era Fort Zachary Taylor. Soak in these sights while enjoying a glass of premium wine, an icy cold premium beer, full cocktail bar or soft drinks.
(334)
2 hours
Free Cancellation
$ 89
/person
Classic Key West Schooner Sunset Sail with Full Open Bar
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all. As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea. As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.
(232)
2 hours
Free Cancellation
$ 109
/person
1
2
...
5