Top Caribbean Self-guided Tours & Rentals

163 Results
Stand Up Paddleboard Rental on St. Croix

Create your own adventure and discover the pristine waters of St. Croix. Have the freedom to paddle where you want, when you want. Our top …More

Create your own adventure and discover the pristine waters of St. Croix. Have the freedom to paddle where you want, when you want. Our top...

5 to 7 days Free Cancellation
5.0 (1)
from
$275
Exclusive Yacht Rental in Punta Cana

Book your unforgettable yachting experience in the Dominican Republic. Amazing trip on a luxury private boat! Experience the perfect time on our 50 ft dayboat, …More

Punta Cana, Dominican Republic

Book your unforgettable yachting experience in the Dominican Republic. Amazing trip on a luxury private boat! Experience the perfect time on our 50 ft dayboat,...

1 day Hotel pickup offered
5.0 (1)
from
$4,935
Montego Bay Private Deep Sea Fishing Boat Rental Jamaica

Montego bay Private Deep Sea Fishing Boat rental  Jamaica  Fishing Tours and Charters for the casual or avid fishing enthusiast from the Montego Bay  Yacht Club Freeport  on …More

Montego Bay, Jamaica

Montego bay Private Deep Sea Fishing Boat rental  Jamaica  Fishing Tours and Charters for the casual or avid fishing enthusiast from the Montego Bay  Yacht Club Freeport  on...

4 hours
5.0 (1)
from
$280
Grand Anse Beach Water Bikes

Pedal Across Paradise with Ryde Water Bikes! ‍♂️ Looking for an unforgettable adventure in Grenada? Experience the thrill of Ryde Water Bikes at Grand Anse …More

Pedal Across Paradise with Ryde Water Bikes! ‍♂️ Looking for an unforgettable adventure in Grenada? Experience the thrill of Ryde Water Bikes at Grand Anse...

30 minutes Free Cancellation
5.0 (1)
from
$64
6 days Unlimited Diving Air and Nitrox package

With us you can choose between 63 or 80 cuft cylinders. 40 cuft is also possible on request. You can choose between Air and Nitrox. …More

With us you can choose between 63 or 80 cuft cylinders. 40 cuft is also possible on request. You can choose between Air and Nitrox....

1 to 6 days Free Cancellation
5.0 (1)
from
$200
Drive GDT - Golf Cart Rentals

Looking for a fun and easy way to explore Grand Turk while enjoying the sea breeze and beautiful open-air views? DriveGDT Golf Cart Rentals offers …More

Looking for a fun and easy way to explore Grand Turk while enjoying the sea breeze and beautiful open-air views? DriveGDT Golf Cart Rentals offers...

1 day Free Cancellation
4.6 (959)
from
$108
BMC-Golf Carts and Jeep Wrangler rentals in Grand Turks

Booking with BMC golf carts rental is our pleasure to help you enjoy your stay in Grand Turk , safety is our biggest priority with …More

Booking with BMC golf carts rental is our pleasure to help you enjoy your stay in Grand Turk , safety is our biggest priority with...

1 day Free Cancellation
4.3 (378)
from
$97
Aruba Jet Ski Rental — Exciting Water Adventures Await

Enjoy a day of fun on the water with your loved ones without the financial burden of owning a jet ski. Our jet ski rentals …More

Enjoy a day of fun on the water with your loved ones without the financial burden of owning a jet ski. Our jet ski rentals...

30 minutes Free Cancellation
4.7 (202)
from
$58
Harbour Lights - Beach Chair & Shared Umbrella

BEACH PLEASE ! That is the only response needed. Bring your towels and your beaming smile and come spend the day on the beautiful Carlisle …More

BEACH PLEASE ! That is the only response needed. Bring your towels and your beaming smile and come spend the day on the beautiful Carlisle...

1 day Free Cancellation
4.6 (178)
from
$17
Custom Jeep Rental in St Maarten

The Jeep Plug Rentals is the best company to rent a Jeep Wrangler from in St. Maarten. NO other car rental company on the island …More

The Jeep Plug Rentals is the best company to rent a Jeep Wrangler from in St. Maarten. NO other car rental company on the island...

1 to 7 days Free Cancellation
4.5 (167)
from
$180
6-Seater Golf Cart: Grand Turk

Perfect for touring the beautiful nature by Grand Turk on sunny and rainy days. Travel at your own leisure! Having sufficient time to tour the …More

Perfect for touring the beautiful nature by Grand Turk on sunny and rainy days. Travel at your own leisure! Having sufficient time to tour the...

10 hours Hotel pickup offered Free Cancellation
4.7 (159)
from
$235
4-Seat UTV Rentals: Your Adventure, Your Way

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance …More

Palm - Eagle Beach, Aruba

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance...

8 hours Hotel pickup offered Free Cancellation
4.7 (136)
from
$340
Biobay Vieques Tour Kayak Night Tour

⚠️ This activity takes place in Vieques Island. A ferry or flight is required to reach the island. Please read the activity details before booking. …More

Vieques, Puerto Rico

⚠️ This activity takes place in Vieques Island. A ferry or flight is required to reach the island. Please read the activity details before booking....

60 to 90 minutes Free Cancellation
4.6 (111)
from
$57
JetCar Bahamas Water Car Experience

Prepare for the ride of a lifetime with our exhilarating JetCar Experience. Hop in and get ready to feel the surge of adrenaline as you …More

Prepare for the ride of a lifetime with our exhilarating JetCar Experience. Hop in and get ready to feel the surge of adrenaline as you...

30 minutes Free Cancellation
4.6 (103)
from
$150
San Juan PR Watersports Car Rental Blue McLaren

Experience the thrill of a VIP adventure with a water jet car. Drive a luxurious jet car that feels just like a sports car—on the …More

Experience the thrill of a VIP adventure with a water jet car. Drive a luxurious jet car that feels just like a sports car—on the...

30 minutes Free Cancellation
4.7 (87)
from
$218
Crystal Clear Kayak Drone Photography Antigua

Offering Antigua's 1st crystal clear kayak beans experiencing our beautiful island beaches in a way you could never imagine. not to mention the extraordinary drone …More

Offering Antigua's 1st crystal clear kayak beans experiencing our beautiful island beaches in a way you could never imagine. not to mention the extraordinary drone...

20 to 30 minutes Free Cancellation
4.7 (69)
from
$180
6 Seater Luxury Golf Carts Rental in Grand Turk

This golf cart is one of a kind, providing customers with top quality benefits. You will enjoy touring our beautiful by nature island of Grand …More

This golf cart is one of a kind, providing customers with top quality benefits. You will enjoy touring our beautiful by nature island of Grand...

8 hours Free Cancellation
4.7 (62)
from
$295
E-Scooter Rental Aruba – 4 Hours Self-Guided (1 or 2-seater)

Discover Aruba's sightseeing places, beaches, bars and restaurants, shops and malls, or whatever you like, with our quality-branded Eurowheelz electric scooters. Low noise and easy …More

Discover Aruba's sightseeing places, beaches, bars and restaurants, shops and malls, or whatever you like, with our quality-branded Eurowheelz electric scooters. Low noise and easy...

4 hours Free Cancellation
4.7 (42)
from
$35
5 seat UTV Rental: Your Adventure, Your Way

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance …More

Palm - Eagle Beach, Aruba

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance...

8 hours Hotel pickup offered Free Cancellation
4.7 (39)
from
$390
Boiling snorkeling boat rental in deshaies Guadeloupe

Renting a boat without a permit will allow you to visit the most beautiful natural aquarium in Guadeloupe with ease and live a UNIQUE experience! …More

Basse-Terre Island, Guadeloupe

Renting a boat without a permit will allow you to visit the most beautiful natural aquarium in Guadeloupe with ease and live a UNIQUE experience!...

3 to 6 hours Free Cancellation
4.7 (37)
from
$194

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These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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