Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Private Tour French And Dutch Sightseeing And Grand Case Beach

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

7 hours Hotel pickup offered

from
$443

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Private Tour Sunset in Saint Maarten

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

5 hours Hotel pickup offered

from
$443

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Private Tour Snorkeling in Saint-Martin

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

6 hours Hotel pickup offered

from
$443

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way …More

Private Tour St. Lucia’s best Views, Mineral Bath’s & Waterfalls

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way...

7 hours 30 minutes Hotel pickup offered

from
$441

Cigar Rolling Lesson and Wine Blending Class

Remember your time in the Bahamas with your own unique wine blend, corked and labeled by you as well as a cigar rolled with your …More

Nassau, Bahamas

5.0 (1)

Cigar Rolling Lesson and Wine Blending Class

Remember your time in the Bahamas with your own unique wine blend, corked and labeled by you as well as a cigar rolled with your...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$436

Private Charter Sunset Sailing Cruise W Drinks

A private sunset round trip with Water Taxi Curacao. Take your group of maximum 15 people on a private boat tour. This offers a magical …More

5.0 (2)

Private Charter Sunset Sailing Cruise W Drinks

A private sunset round trip with Water Taxi Curacao. Take your group of maximum 15 people on a private boat tour. This offers a magical...

2 hours Free Cancellation

5.0 (2)

from
$430

Two Islands One Paradise private Tour of St Kitts and Nevis

This excursion gives you the opportunity to explore the vibrant culture and rich history of St. Kitts and Nevis on this private tour that showcases …More

5.0 (12)

Two Islands One Paradise private Tour of St Kitts and Nevis

This excursion gives you the opportunity to explore the vibrant culture and rich history of St. Kitts and Nevis on this private tour that showcases...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$425

With this 3 hours private course you will get personal attention from on our qualified instructors. With our step by step teaching model, we help …More

5.0 (4)

Kitesurfing 3 hours private lesson

With this 3 hours private course you will get personal attention from on our qualified instructors. With our step by step teaching model, we help...

3 hours

5.0 (4)

from
$425

Unlike traditional UTV tours, the Isabela Coastal Adventure combines off-road excitement with some of Puerto Rico's most beautiful beaches, coastal landmarks, and scenic viewpoints. Guests …More

5.0 (3)

Isabela Coastal Adventure Tour

Unlike traditional UTV tours, the Isabela Coastal Adventure combines off-road excitement with some of Puerto Rico's most beautiful beaches, coastal landmarks, and scenic viewpoints. Guests...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$425

The Best of St Maarten Private Sightseeing Tour

Experience The Best Of St Maarten in one day with just you and your family or group! Avoid the overcrowded tours with this Exclusive Private …More

Grand Case, St Maarten

4.9 (583)

The Best of St Maarten Private Sightseeing Tour

Experience The Best Of St Maarten in one day with just you and your family or group! Avoid the overcrowded tours with this Exclusive Private...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (583)

from
$424

Enjoy a private, exclusive tour with your own local guide. The Monte Plata Waterfalls tour is a thrilling adventure that takes visitors on an exploration …More

Santo Domingo, Dominican Republic

5.0 (1)

Monte Plata Waterfalls Private Tour

Enjoy a private, exclusive tour with your own local guide. The Monte Plata Waterfalls tour is a thrilling adventure that takes visitors on an exploration...

8 hours Hotel pickup offered

5.0 (1)

from
$423

Private Full-Day at Los Haitises National Park

Enjoy a private, exclusive tour with your own local guide. Explore the largest nature preserve in the Dominican Republic with our Full Day at Los …More

Santo Domingo, Dominican Republic

5.0 (1)

Private Full-Day at Los Haitises National Park

Enjoy a private, exclusive tour with your own local guide. Explore the largest nature preserve in the Dominican Republic with our Full Day at Los...

12 hours Hotel pickup offered

5.0 (1)

from
$420

What sets this private tour apart is the ability to customize your itinerary. With our help and guidance, you can choose the highlights you’d like …More

4.9 (106)

Aruba Create Your Own Island Tour

What sets this private tour apart is the ability to customize your itinerary. With our help and guidance, you can choose the highlights you’d like...

4 hours Hotel pickup offered Free Cancellation

4.9 (106)

from
$420

Embark on a private guided scenic tour of Barbados, designed to showcase the island's stunning landscapes, rich culture, and historical landmarks. This tour is ideal …More

4.9 (54)

Barbados: Private Guided Scenic Tour

Embark on a private guided scenic tour of Barbados, designed to showcase the island's stunning landscapes, rich culture, and historical landmarks. This tour is ideal...

5 hours Hotel pickup offered Free Cancellation

4.9 (54)

from
$405

Barbados: Private Island Tour - Customize Your Experience

Discover Barbados on your terms with this private and customizable island tour. Whether you want to explore tropical gardens, underground caves, historic plantations or stunning …More

Bridgetown, Barbados

5.0 (21)

Barbados: Private Island Tour - Customize Your Experience

Discover Barbados on your terms with this private and customizable island tour. Whether you want to explore tropical gardens, underground caves, historic plantations or stunning...

5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$405

Barbados: Private Island Tour With Green Monkey Experience

Experience the best of Barbados in just 5 unforgettable hours! This scenic island tour takes you on a journey through lush countryside, rugged coastlines, and …More

5.0 (5)

Barbados: Private Island Tour With Green Monkey Experience

Experience the best of Barbados in just 5 unforgettable hours! This scenic island tour takes you on a journey through lush countryside, rugged coastlines, and...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$405

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a …More

Runaway Bay, Jamaica

4.9 (14)

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$404

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting & …More

Lucea, Jamaica

5.0 (2)

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting &...

2 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$400

Providenciales Island Tours of Turks and Caicos

N & G Provo Island Touring is the best island tours on the island, our Island Tour Guide are originally from the island of Providenciales, …More

4.8 (58)

Providenciales Island Tours of Turks and Caicos

N & G Provo Island Touring is the best island tours on the island, our Island Tour Guide are originally from the island of Providenciales,...

4 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$400

Full Day Tour - Popular Sites Grenada, Belmont Estate, Rain Forest and More

Grenada, that island in the sun – the spicy one known and loved for its wide variety of spices like nutmeg, cloves, ginger, cinnamon, and …More

5.0 (14)

Full Day Tour - Popular Sites Grenada, Belmont Estate, Rain Forest and More

Grenada, that island in the sun – the spicy one known and loved for its wide variety of spices like nutmeg, cloves, ginger, cinnamon, and...

4 hours Free Cancellation

5.0 (14)

from
$400

Frequently Asked Questions

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

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours 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 Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

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