Find deals on over 230 top-rated, price matched, sightseeing, tours, and cruises around Key West and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Likely to sell out
Often booked
Key West Sunset Cruise: Dinner, Live Music & Drinks Included
Key West, Florida, United States
4.3 (1.4K)
from $93
Lemon Sharks
Likely to sell out
Much loved
Shark And Wildlife Viewing Adventure In Key West
Key West, Florida, United States
5.0 (2.5K)
from $99
Likely to sell out
Much loved
Half-day Trip From Key West With Kayaking, Snorkeling & Sunset
Key West, Florida, United States
4.9 (1.5K)
from $123
Kayak the mangrove tidal creeks
Often booked
Key West Mangrove Kayak Eco Tour
Key West, Florida, United States
4.9 (1.9K)
from $70
Much loved
Key West Schooner Sunset Sail With Bar & Hors D'oeuvres
Key West, Florida, United States
4.9 (670)
from $117
Much loved
Key West Hop-on Hop-off Trolley Tour
Key West, Florida, United States
4.4 (1.3K)
from $56
snorkeling
Much loved
Key West Dolphin Watch And Snorkel Tour - Eco Adventure
Key West, Florida, United States
4.7 (1.1K)
from $80
Much loved
Key West Island Adventure Jet Ski Tour: Bring A Partner For Free
Key West, Florida, United States
4.8 (1.2K)
from $163
Often booked
Key West Sunset Sail: Dolphin Watching, Wine, And Tapas
Key West, Florida, United States
4.6 (610)
from $89
Often booked
Key West Sunset Sail With Live Music, Drinks And Appetizers
Key West, Florida, United States
4.6 (870)
from $80
Often booked
Key West Snorkeling With Breakfast And Unlimited Mimosas
Key West, Florida, United States
4.5 (500)
from $47
Often booked
Sunset Sail In Key West With Beverages Included
Key West, Florida, United States
4.9 (780)
from $79
Key West Ghost and Gravestone Tour
Often booked
Key West Ghosts And Gravestones Trolley Tour
Key West, Florida, United States
4.3 (1.1K)
from $40
Much loved
All Inclusive Sandbar Trip With Hidden Kayak Tour, Food & Drinks
Key West, Florida, United States
4.7 (210)
from $150
Likely to sell out
Much loved
Key West Small-group Sunset Sail With Wine And Hors D'oeuvres
Key West, Florida, United States
4.9 (1.2K)
from $134
Key West Glass-bottom Boat Tour With Sunset Option
Key West, Florida, United States
3.9 (500)
from $70
Likely to sell out
Much loved
Key West Reef Snorkel & Sail Adventure
Key West, Florida, United States
4.7 (510)
from $79
Often booked
Southernmost Food & Cultural Walking Tour By Key West Food Tours
Key West, Florida, United States
4.9 (1.5K)
from $94
Likely to sell out
Often booked
Key West Sunset Sail Aboard Legendary Schooner Appledore
Key West, Florida, United States
5.0 (120)
from $89
Much loved
Key West: All-inclusive Watersports Adventure With Lunch & Beer
Key West, Florida, United States
4.5 (310)
from $180
Often booked
Key West Afternoon Reef Snorkeling With Open Bar
Key West, Florida, United States
4.5 (340)
from $55
Much loved
2 Hour Key West Mini Catamaran Eco Tour
Key West, Florida, United States
4.6 (17)
from $285
Much loved
Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling
Key West, Florida, United States
4.9 (400)
from $143
Often booked
Guided Bicycle Tour Of Old Town Key West
Key West, Florida, United States
4.9 (2.4K)
from $60
Much loved
Key West Conch Tour Train
Key West, Florida, United States
4.4 (670)
from $46
Much loved
Key West Rum And Reggae:reef Snorkel Adventure And Sunset Sail
Key West, Florida, United States
4.4 (350)
from $60
Guided Night Kayak Adventure Tour In Luminous Lagoon
Key West, Florida, United States
4.2 (35)
from $85
Often booked
Sunset Sip And Sail Key West With Open Bar And Live Music
Key West, Florida, United States
4.5 (260)
from $80
Jimmy Buffet
Likely to sell out
Much loved
Jimmy Buffett Tour
Key West, Florida, United States
4.7 (210)
from $79
Much loved
Key West Dolphin And Snorkel Experience
Key West, Florida, United States
4.4 (270)
from $65
Visiting our Wild Dolphin friends for over 25 years!
Likely to sell out
Shallow Water Snorkeling And Dolphin Watching In Key West
Key West, Florida, United States
4.6 (440)
from $109
Champagne Celebration Sunset Cruise
Often booked
Adults Only Sunset Cruise From Key West With Champagne
Key West, Florida, United States
4.9 (880)
from $109
A fun-filled adventure for the whole family
Likely to sell out
Much loved
Guided Clear Kayak Eco-tour Near Key West
Key West, Florida, United States
4.8 (520)
from $84
Likely to sell out
Much loved
Key West Tiki Bar Boat Cruise To A Popular Sand Bar
Key West, Florida, United States
4.9 (120)
from $565
Likely to sell out
Often booked
Key West Sunset Sail With Full Bar, Live Music And Hors D'oeuvres
Key West, Florida, United States
4.7 (3.1K)
from $79
Much loved
All-inclusive Sandbar Safari With Dolphin Playground Encounter
Key West, Florida, United States
4.7 (190)
from $150