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Top Caribbean Self-guided Tours & Rentals

Private Sunset Harbor Sail (25 Max)

Fury is a Meticulously maintained vessel with professional, service oriented crew that has been on Island for decades. …More

Likely to Sell Out
Likely to Sell Out

Fury is a Meticulously maintained vessel with professional, service oriented crew that has been on Island for decades....

2 hours Free Cancellation
5.0 (2)
from
$1,500
San Juan Watersports Car Rentals Red Bugatti

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
4.9 (17)
from
$283
Stand Up Paddleboard Rental in St Thomas

Explore the beauty of St Thomas on a SUP (Stand Up Paddleboard). SUPs can be rented by the day or by the week, so you …More

Likely to Sell Out
Likely to Sell Out

Explore the beauty of St Thomas on a SUP (Stand Up Paddleboard). SUPs can be rented by the day or by the week, so you...

7 days Free Cancellation
4.6 (5)
from
$69
Full-Day Luxury Boat Rental in St. Thomas and St. John Island

Hop aboard the only boat of its kind for day charter in the US Virgin Islands. With seating up to 18 (but group size capped …More

Hop aboard the only boat of its kind for day charter in the US Virgin Islands. With seating up to 18 (but group size capped...

4 to 8 hours Free Cancellation
4.8 (54)
from
$4,500
San Juan: Paddleboard Adventure: Explore Marine Life

Unlike any other city escape, our paddleboard experience puts you heart-to-heart with nature. We provide a professional basics class to ensure you feel confident on …More

Unlike any other city escape, our paddleboard experience puts you heart-to-heart with nature. We provide a professional basics class to ensure you feel confident on...

1 hour Free Cancellation
4.8 (30)
from
$35
Honda Mastering the Aquatic Cave and Macao

Welcome to unparalleled adventure with Honda! Let the Honda, a state-of-the-art off-road vehicle, be your partner in a unique experience full of thrills and challenges. …More

Punta Cana, Dominican Republic

Welcome to unparalleled adventure with Honda! Let the Honda, a state-of-the-art off-road vehicle, be your partner in a unique experience full of thrills and challenges....

4 hours Hotel pickup offered Free Cancellation
5.0 (50)
from
$40
Off Road Excitement Buggy Tour to the Cave and Beach of Macao

Rally-style in a caravan, you'll travel along rugged roads through forests and lush tropical gardens, stopping at an organic farm. There you will have the …More

Punta Cana, Dominican Republic

Rally-style in a caravan, you'll travel along rugged roads through forests and lush tropical gardens, stopping at an organic farm. There you will have the...

3 hours Free Cancellation
5.0 (54)
from
$40
Gallop between Water Cave and Macao Beach

Embark on a unique equestrian adventure that will immerse you in the breathtaking agricultural landscapes of the Dominican Republic. From beginners to experienced riders, all …More

Punta Cana, Dominican Republic

Embark on a unique equestrian adventure that will immerse you in the breathtaking agricultural landscapes of the Dominican Republic. From beginners to experienced riders, all...

4 hours Hotel pickup offered Free Cancellation
5.0 (49)
from
$60
Bicycles rental in Old San Juan

Explore Old San Juan, a 504-year-old city on a bicycle. Feel the breeze of the Atlantic Ocean along the way with spectacular views of the …More

Explore Old San Juan, a 504-year-old city on a bicycle. Feel the breeze of the Atlantic Ocean along the way with spectacular views of the...

3 hours Free Cancellation
from
$35
Aruba UTV Rental | Explore the Island at Your Own Pace

As a local family-owned business, we focus on quality service and well-maintained UTVs. Guests receive a quick safety orientation and local route recommendations, helping them …More

Palm - Eagle Beach, Aruba

As a local family-owned business, we focus on quality service and well-maintained UTVs. Guests receive a quick safety orientation and local route recommendations, helping them...

8 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$310
6 Days 5 Nights Sailing Catamaran Experience in Exumas, Bahamas

Resorts and rental houses can leave you feeling stuck... instead of being out exploring and adventuring all the Bahamas have to offer. We have videos …More

Resorts and rental houses can leave you feeling stuck... instead of being out exploring and adventuring all the Bahamas have to offer. We have videos...

3 to 15 days Hotel pickup offered
5.0 (25)
from
$12,000
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
Private Jeep Tour: Explore Aruba's National Park Off-Road

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up …More

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up...

4 hours Hotel pickup offered Free Cancellation
4.7 (21)
from
$550
Midnight Sun Charters - 43ft ONYX

Our ultra stylish, and one of the most comfortable charter boats available in the US Virgin Islands at the moment, ready for you to experience. …More

Cruz Bay, US Virgin Islands

Our ultra stylish, and one of the most comfortable charter boats available in the US Virgin Islands at the moment, ready for you to experience....

7 hours Free Cancellation
5.0 (25)
from
$3,356
Island Life Jeep Tours - Your Day Your Way Private Excursion!

Experiencing St. Thomas with Island Life Jeep Tours means "Your Day, Your Way"! All destinations are customized with your driver the morning of your tour, …More

Cruz Bay, US Virgin Islands

Experiencing St. Thomas with Island Life Jeep Tours means "Your Day, Your Way"! All destinations are customized with your driver the morning of your tour,...

7 hours Hotel pickup offered Free Cancellation
5.0 (35)
from
$575
E-Bike Rental from Cruise Ship Terminal (Class 1 E-Bikes)

Some say the best way to really get to know a new area is on the seat of a bike, and we couldn’t agree more. …More

Some say the best way to really get to know a new area is on the seat of a bike, and we couldn’t agree more....

1 to 8 hours Free Cancellation
4.5 (17)
from
$83
6-Seat UTV Rental: Your Own Aruba Adventure

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
4.8 (14)
from
$440
4 Days, 3 Nights Sailing Catamaran Experience in the Exumas, Bahamas

Resorts and rental houses can often leave you feeling stuck... instead of out adventuring and exploring all that the Bahamas has to offer. PLEASE ASK …More

Resorts and rental houses can often leave you feeling stuck... instead of out adventuring and exploring all that the Bahamas has to offer. PLEASE ASK...

3 to 15 days
5.0 (20)
from
$7,000
Party Bus Rental

Welcome your Caribbean Holidays in a Private Luxury Party style, aboard a Sleek Party Bus, choose your favorite drinks from our Bottle Menu, Play your …More

Punta Cana, Dominican Republic

Welcome your Caribbean Holidays in a Private Luxury Party style, aboard a Sleek Party Bus, choose your favorite drinks from our Bottle Menu, Play your...

2 to 6 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$900
Explore the North & South of Bonaire on your own pase (Private)

Why choose this rental? Full-day use — go wherever your heart desires! No fixed routes or schedules — you are in control Return the vehicle …More

Kralendijk, Bonaire

Why choose this rental? Full-day use — go wherever your heart desires! No fixed routes or schedules — you are in control Return the vehicle...

1 day Hotel pickup offered Free Cancellation
4.9 (9)
from
$199

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

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