Top Caribbean Self-guided Tours & Rentals

Q: What are the best options for Caribbean Self-guided Tours & Rentals?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Self-guided Tours & Rentals are: Stand Up Paddleboard Rental in St Thomas Aruba UTV Rental | Explore the Island at Your Own Pace Half Day UTV Rentals Full-Day Luxury Boat Rental in St. Thomas and St. John Island Honda Mastering the Aquatic Cave and Macao

Q: What are the best kid-friendly options for Caribbean Self-guided Tours & Rentals Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Self-guided Tours & Rentals are: 2 Hour Bike Rental Colonial Zone / Santo Domingo Rental Kayaking or Stand-up Paddle 2H Children's Treasure Hunt Walking Tour Bicycles rental in Old San Juan Clear Kayak Rental Grand Turk Island View all kid-friendly Tours →

Q: Which Caribbean Self-guided Tours & Rentals have Instant Confirmation?

Caribbean Self-guided Tours & Rentals with Instant Confirmation include: Fort-de-France: Caribbean City Puzzle Adventure 2 Hour Bike Rental Colonial Zone / Santo Domingo JET SKI, Skim Board,& Wave Board Rentals Cabarete, Sosua Harbour Lights - Beach Chair & Shared Umbrella Rental Kayaking or Stand-up Paddle 2H View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Self-guided Tours & Rentals have Hotel Pickup?

No problem. These Caribbean Self-guided Tours & Rentals include Hotel Pickup: 4WD Excursion to the Water Cave and Macao Beach Honda Mastering the Aquatic Cave and Macao Cars for Rent in Punta Cana 1 Hour Private Kayak Rental In Grand Turk Puerto Plata Cabarete Inflatable Paddle Board/ Kayak Rental View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Dive into an exhilarating water adventure with our jet ski tour. Not only will you have the chance to pilot your own jet ski and …More

4.8 (16)

JetSki Tour on Vieques

Dive into an exhilarating water adventure with our jet ski tour. Not only will you have the chance to pilot your own jet ski and...

1 hour Free Cancellation

4.8 (16)

from
$160

What better way to see Aruba then from the seat of a Harley-Davidson Motorcycle ? The wind in your hair , the sun in your …More

Palm - Eagle Beach, Aruba

4.9 (21)

Harley-Davidson RENTALS ONLY 4 hrs

What better way to see Aruba then from the seat of a Harley-Davidson Motorcycle ? The wind in your hair , the sun in your...

4 hours Hotel pickup offered Free Cancellation

4.9 (21)

from
$160

St. Thomas Multi-Day Paddleboard Adventure with Delivery

Discover the freedom of exploring the island with our lightweight inflatable paddle board rental. Ideal for beginners and seasoned paddlers alike, this versatile SUP is …More

5.0 (2)

St. Thomas Multi-Day Paddleboard Adventure with Delivery

Discover the freedom of exploring the island with our lightweight inflatable paddle board rental. Ideal for beginners and seasoned paddlers alike, this versatile SUP is...

2 to 7 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$160

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

4.7 (69)

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...

20 to 30 minutes Free Cancellation

4.7 (69)

from
$180

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

4.5 (167)

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...

1 to 7 days Free Cancellation

4.5 (167)

from
$180

Hydroventure Luquillo Freestyle Run 1 Hour Jetski

Experience the ultimate thrill with our jet ski rentals in a tropical water paradise! Ready to ride the waves and feel the adrenaline rush? Our …More

Luquillo, Puerto Rico

5.0 (5)

Hydroventure Luquillo Freestyle Run 1 Hour Jetski

Experience the ultimate thrill with our jet ski rentals in a tropical water paradise! Ready to ride the waves and feel the adrenaline rush? Our...

1 hour

5.0 (5)

from
$180

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

4.7 (37)

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!...

3 to 6 hours Free Cancellation

4.7 (37)

from
$191

The Soul Of Pirates Boat Trip Adventure Caribbean Charter Full Day SXM

Set off from Saint-Martin for a full day on a wind-powered boat, without an engine. With the captain's help, take the helm and help hoist …More

4.8 (24)

The Soul Of Pirates Boat Trip Adventure Caribbean Charter Full Day SXM

Set off from Saint-Martin for a full day on a wind-powered boat, without an engine. With the captain's help, take the helm and help hoist...

8 hours Free Cancellation

4.8 (24)

from
$192

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

5.0 (2)

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...

1 day Hotel pickup offered Free Cancellation

5.0 (2)

from
$199

Private Exploration North & South Bonaire

✨ Highlights you can visit on your unforgettable journey: ✅ Marvel at the surreal Pink Water and majestic Mountain Salt piles ✅ Step into history …More

5.0 (3)

Private Exploration North & South Bonaire

✨ Highlights you can visit on your unforgettable journey: ✅ Marvel at the surreal Pink Water and majestic Mountain Salt piles ✅ Step into history...

1 to 24 hours Free Cancellation

5.0 (3)

from
$199

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

4.9 (9)

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...

1 day Hotel pickup offered Free Cancellation

4.9 (9)

from
$199

At Slingshot Rental Puerto Rico, we offer more than just a ride — we deliver an unforgettable luxury driving experience. Unlike typical rentals, our fleet …More

4.7 (3)

Slingshot Rental San Juan Puerto Rico

At Slingshot Rental Puerto Rico, we offer more than just a ride — we deliver an unforgettable luxury driving experience. Unlike typical rentals, our fleet...

2 hours Free Cancellation

4.7 (3)

from
$199

Clear Kayak Photoshoot in Nassau,Bahamas.

We are second to none Watersports company on Junkanoo Beach with years of experience and quality equipment. …More

4.9 (205)

Clear Kayak Photoshoot in Nassau,Bahamas.

We are second to none Watersports company on Junkanoo Beach with years of experience and quality equipment....

30 to 90 minutes Free Cancellation

4.9 (205)

from
$200

We're located 10 minutes walking distance from the cruise port. We’re located on Junkanoo Beach. We carry various water sports, kayaking, paddle boarding, pedal boats, …More

4.9 (146)

Clear kayak photoshoot Nassau Bahamas.

We're located 10 minutes walking distance from the cruise port. We’re located on Junkanoo Beach. We carry various water sports, kayaking, paddle boarding, pedal boats,...

20 to 60 minutes Free Cancellation

4.9 (146)

from
$200

What better way to see Aruba then from the seat of a Harley-Davidson Motorcycle ? The wind in your hair , the sun in your …More

Palm - Eagle Beach, Aruba

5.0 (44)

Harley-Davidson RENTALS ONLY 8 hrs

What better way to see Aruba then from the seat of a Harley-Davidson Motorcycle ? The wind in your hair , the sun in your...

8 hours Hotel pickup offered Free Cancellation

5.0 (44)

from
$200

Explore Nassau at your own pace with a 2 hour ATV rental, giving you the freedom to discover the island without a guided tour. Follow …More

4.8 (16)

Nassau Self-Guided ATV Rental

Explore Nassau at your own pace with a 2 hour ATV rental, giving you the freedom to discover the island without a guided tour. Follow...

2 hours Free Cancellation

4.8 (16)

from
$200

We will await for you at the Cruise Port Main Gate, shuttle you to company, explain you the island map, quick run down on the …More

Philipsburg, St Maarten

3.7 (23)

Jeep Wrangler Rental

We will await for you at the Cruise Port Main Gate, shuttle you to company, explain you the island map, quick run down on the...

1 day Free Cancellation

3.7 (23)

from
$200

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

5.0 (1)

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....

1 to 6 days Free Cancellation

5.0 (1)

from
$200

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

4.7 (159)

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...

10 hours Hotel pickup offered Free Cancellation

4.7 (159)

from
$209

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

4.7 (87)

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...

30 minutes Free Cancellation

4.7 (87)

from
$218

Frequently Asked Questions

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

What are the best options for Caribbean Self-guided Tours & Rentals?

What are the best kid-friendly options for Caribbean Self-guided Tours & Rentals Tours?

Which Caribbean Self-guided Tours & Rentals have Instant Confirmation?

Which Caribbean Self-guided Tours & Rentals have Free Cancellation?

Caribbean Self-guided Tours & Rentals with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Self-guided Tours & Rentals have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?