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
from $93

Likely to sell out
Much loved
Half-day Trip From Key West With Kayaking, Snorkeling & Sunset
Key West, Florida,
United States
from $123

Much loved
Key West Schooner Sunset Sail With Bar & Hors D'oeuvres
Key West, Florida,
United States
from $117

Much loved
Key West Dolphin Watch And Snorkel Tour - Eco Adventure
Key West, Florida,
United States
from $80

Much loved
Key West Island Adventure Jet Ski Tour: Bring A Partner For Free
Key West, Florida,
United States
from $163

Often booked
Key West Sunset Sail: Dolphin Watching, Wine, And Tapas
Key West, Florida,
United States
from $89

Often booked
Key West Sunset Sail With Live Music, Drinks And Appetizers
Key West, Florida,
United States
from $80

Often booked
Key West Snorkeling With Breakfast And Unlimited Mimosas
Key West, Florida,
United States
from $47

Much loved
All Inclusive Sandbar Trip With Hidden Kayak Tour, Food & Drinks
Key West, Florida,
United States
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
from $134

Often booked
Southernmost Food & Cultural Walking Tour By Key West Food Tours
Key West, Florida,
United States
from $94

Likely to sell out
Often booked
Key West Sunset Sail Aboard Legendary Schooner Appledore
Key West, Florida,
United States
from $89

Much loved
Key West: All-inclusive Watersports Adventure With Lunch & Beer
Key West, Florida,
United States
from $180

Much loved
Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling
Key West, Florida,
United States
from $143

Much loved
Key West Rum And Reggae:reef Snorkel Adventure And Sunset Sail
Key West, Florida,
United States
from $60

Often booked
Sunset Sip And Sail Key West With Open Bar And Live Music
Key West, Florida,
United States
from $80

Likely to sell out
Shallow Water Snorkeling And Dolphin Watching In Key West
Key West, Florida,
United States
from $109

Often booked
Adults Only Sunset Cruise From Key West With Champagne
Key West, Florida,
United States
from $109

Likely to sell out
Much loved
Key West Tiki Bar Boat Cruise To A Popular Sand Bar
Key West, Florida,
United States
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
from $79

Much loved
All-inclusive Sandbar Safari With Dolphin Playground Encounter
Key West, Florida,
United States
from $150
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