Top Key West Self-guided Tours & Rentals

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Key West Adventures

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Key West Kayak Rental
Special Offer
Special Offer
4.8 (128)

Key West Kayak Rental

A 2 hour kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (128)
$40
$39
Key West Scavenger Hunt Adventure Mobile Experience
Special Offer
Special Offer
3.9 (8)

Key West Scavenger Hunt Adventure Mobile Experience

Turn Key West into a giant game board with this fun scavenger hunt adventure! This challenge combines the excitement of the Amazing Race with a...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
3.9 (8)
$49
$48
Key West Private Luxury Charter Rental: Boat Tour with Captain
Special Offer
Special Offer
4.7 (24)

Key West Private Luxury Charter Rental: Boat Tour with Captain

At SeaEO Luxury Boat Charters, our meticulous attention to detail, expert captains, and premium vessels set us apart, transforming every trip into your perfect day...

2 to 8 hours • Free Cancellation
2 to 8 hours • Free Cancellation
2 to 8 hours • Free Cancellation
4.7 (24)
$899
$898
Key West Stand Up Paddleboard Rental
Special Offer
Special Offer
4.6 (31)

Key West Stand Up Paddleboard Rental

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (31)
$40
$39
Florida Keys Kayak And Paddleboard Rentals
Likely to Sell Out
Likely to Sell Out
5.0 (8)

Florida Keys Kayak And Paddleboard Rentals

Explore the stunning waterways of the Florida Keys with our kayak and stand-up paddleboard rentals. Perfect for all ages and skill levels, this self-guided adventure...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (8)
$30
$29
38' Private Luxury Sunset Charter w. Music & Drinks, up to 13 ppl
Likely to Sell Out
Likely to Sell Out
5.0 (2)

38' Private Luxury Sunset Charter w. Music & Drinks, up to 13 ppl

Ready to explore Sunset Charter with drinks and Music? aboard a luxurious private boat charter, accommodating up to 13 guests. Sailing aboard a 38’ private...

2 to 4 hours • Free Cancellation
2 to 4 hours • Free Cancellation
2 to 4 hours • Free Cancellation
5.0 (2)
$899
$898
Cudjoe Key, Florida Boat Rental Services
Special Offer
Special Offer
5.0 (7)

Cudjoe Key, Florida Boat Rental Services

Enjoy the waters of the Florida Keys, don't have experience on the waters around Cudjoe Key? We have separate colored tracks to spots on the...

1 to 30 days • Free Cancellation
1 to 30 days • Free Cancellation
1 to 30 days • Free Cancellation
5.0 (7)
$600
$599
E-bike GPS Guided Rental
Likely to Sell Out
Likely to Sell Out
4.0 (1)

E-bike GPS Guided Rental

What makes our e-bike rental truly unique is the combination of easy-to-ride electric bikes and a built-in GPS guided tour experience. While most rentals simply...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4.0 (1)
$58
$57
Deluxe Pontoon Boat Rental In Key West
Special Offer
Special Offer
4.7 (6)

Deluxe Pontoon Boat Rental In Key West

We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located...

8 hours • Free Cancellation
8 hours • Free Cancellation
8 hours • Free Cancellation
4.7 (6)
$650
$649
Four Passenger Cart Rental
Special Offer
Special Offer
5.0 (1)

Four Passenger Cart Rental

Our 4-passenger golf cart rentals are the perfect blend of convenience, fun, and flexibility for exploring Key West. With a smaller footprint than larger carts,...

1 to 7 days • Free Cancellation
1 to 7 days • Free Cancellation
1 to 7 days • Free Cancellation
5.0 (1)
$165
$164
Florida Keys Jet Ski Rental
Special Offer
Special Offer
5.0 (4)

Florida Keys Jet Ski Rental

Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
$99
$98
2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife!
Special Offer
Special Offer
5.0 (1)

2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife!

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$49.95
$48.95
Kooky Key West Scavenger Hunt
Special Offer
Special Offer
3.0 (2)

Kooky Key West Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
3.0 (2)
$16
$15
Six Passenger Cart Rental
Special Offer
Special Offer

Six Passenger Cart Rental

Our 6-passenger golf cart rental offers a fun, private, and convenient way for families and groups to explore Key West together. Instead of splitting up...

1 to 7 days • Free Cancellation
1 to 7 days • Free Cancellation
1 to 7 days • Free Cancellation
$185
$184
Tropical Drift - A Key West Sunset Cruise
Special Offer
Special Offer

Tropical Drift - A Key West Sunset Cruise

Private 2-Hour Key West Sunset Cruise | Luxury Manitou Pontoon | Up to 10 Guests Leave the crowds behind and experience the magic of a...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
$349.95
$348.95
Pontoon Boat Rental with Slides from Key West
Special Offer
Special Offer

Pontoon Boat Rental with Slides from Key West

Double Decker Pontoon Boat with slides for up to 14 passenger Rental in sunny Key West, Florida. Want a stress-free day? Hire a captain and...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
$1,100
$1,099

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  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
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  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased adventure into one or more parts sold separately.
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  • All refund decisions will be made at the sole discretion of Top10Adventures®.

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