Find deals on over 100 top-rated, price matched, things to do close to $100 around Key West and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

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
Often booked
Key West Afternoon Snorkel Sail With Unlimited Cocktails!
Key West, Florida, United States
4.4 (1.5K)
from $59
Often booked
Key West Parasailing Adventure Above Emerald Blue Waters
Key West, Florida, United States
4.8 (320)
from $54
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
Sunset Sail In Key West With Beverages Included
Key West, Florida, United States
4.9 (780)
from $79
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
Much loved
Key West Half-day Fishing Charter
Key West, Florida, United States
4.6 (310)
from $95
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
Often booked
Key West Afternoon Reef Snorkeling With Open Bar
Key West, Florida, United States
4.5 (340)
from $60
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 Double-dip Snorkel Tour-two Stops, Twice The Fun!
Key West, Florida, United States
4.6 (160)
from $80
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
Often booked
Parasailing Over The Historic Key West Seaport
Key West, Florida, United States
4.6 (180)
from $75
Go beyond legends and learn the true story of Key West's haunted doll.
Much loved
Fort East Martello Ghost Tour & Vip Robert The Doll Experience
Key West, Florida, United States
4.7 (150)
from $99
Much loved
Island Adventure Eco Tour – Explore Key West’s Hidden Backcountry
Key West, Florida, United States
4.7 (570)
from $120
Likely to sell out
Much loved
Key West Craft Cocktail Crawl
Key West, Florida, United States
4.9 (470)
from $94
Often booked
Key West Sunset Snorkel With Unlimited Draft Beer & Wine
Key West, Florida, United States
4.7 (120)
from $57
Likely to sell out
Much loved
Marathon Key: 3-hour Snorkeling Adventure On A Pontoon At Sombrero Reef
Key West, Florida, United States
4.3 (38)
from $129
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
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