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 →

Private & Romantic Sunset Cruise Under Sails

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the …More

4.9 (17)

Private & Romantic Sunset Cruise Under Sails

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the...

2 hours 30 minutes Free Cancellation

4.9 (17)

from
$608

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Private Tour Catamaran Cruise Turks and Caicos Islands

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered

from
$605

Private Half Day Stingray City, Snorkeling and Starfish Beach Tour

Avoid the crowds and join us on your own private boat with crew for an experience of a life time, from seeing the stingrays at the …More

George Town, Cayman Islands

5.0 (524)

Private Half Day Stingray City, Snorkeling and Starfish Beach Tour

Avoid the crowds and join us on your own private boat with crew for an experience of a life time, from seeing the stingrays at the...

3 hours 30 minutes Free Cancellation

5.0 (524)

from
$600

Costumizable Private Curaçao Jewish Heritage Tour Experience

This private Jewish Heritage Tour is for up to 4 passengers. You will visit places that are known and some places that are not so …More

Willemstad, Curacao

5.0 (46)

Costumizable Private Curaçao Jewish Heritage Tour Experience

This private Jewish Heritage Tour is for up to 4 passengers. You will visit places that are known and some places that are not so...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$600

Private 4x4 Natural Pool, Caves & Baby Beach by Cross Aruba Tours

Private tour for your family and friends. Tour around the island in our very comfortable open air jeep with licensed tour guide driver. See the …More

Oranjestad, Aruba

5.0 (44)

Private 4x4 Natural Pool, Caves & Baby Beach by Cross Aruba Tours

Private tour for your family and friends. Tour around the island in our very comfortable open air jeep with licensed tour guide driver. See the...

4 hours Hotel pickup offered Free Cancellation

5.0 (44)

from
$600

Private St Maarten Island Sightseeing Tour

Uncover the magic of St. Maarten during this private 5-hour sightseeing tour. Visit some of the island’s most famous locations including Great Bay, Cole Bay …More

5.0 (32)

Private St Maarten Island Sightseeing Tour

Uncover the magic of St. Maarten during this private 5-hour sightseeing tour. Visit some of the island’s most famous locations including Great Bay, Cole Bay...

5 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$600

3H or 4H | Private Boat Trip with Snorkeling and Swimming

With this private tour you decide the pace. We can take groups up to 8 people. The crew recommends a combination of snorkeling, sightseeing and …More

5.0 (17)

3H or 4H | Private Boat Trip with Snorkeling and Swimming

With this private tour you decide the pace. We can take groups up to 8 people. The crew recommends a combination of snorkeling, sightseeing and...

3 hours Free Cancellation

5.0 (17)

from
$600

Experience the British Virgin Islands through and unforgettable Tour

Being a local, I have explored every inch of the island and know of all the best spots to see the wild life, the scenery, …More

Tortola, British Virgin Islands

4.9 (35)

Experience the British Virgin Islands through and unforgettable Tour

Being a local, I have explored every inch of the island and know of all the best spots to see the wild life, the scenery,...

1 to 3 hours Hotel pickup offered Free Cancellation

4.9 (35)

from
$600

Private Meet your Guide El Yunque and Waterslides Adventure

Connect with nature and breathe in the fresh air on this exhilarating tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make this …More

Fajardo, Puerto Rico

5.0 (10)

Private Meet your Guide El Yunque and Waterslides Adventure

Connect with nature and breathe in the fresh air on this exhilarating tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make this...

5 hours 30 minutes Free Cancellation

5.0 (10)

from
$600

Your adventure begins with sightseeing along Harbourside Atlantis. View sharks and celebrity homes before we head off to Pearl Island for snorkeling by the coral …More

5.0 (9)

Sjay’s Adventures

Your adventure begins with sightseeing along Harbourside Atlantis. View sharks and celebrity homes before we head off to Pearl Island for snorkeling by the coral...

4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$600

Private Half Day Tour in St. Thomas Virgin Islands with Guide

Embark on an exhilarating island tour in St. Thomas, Virgin Islands, and prepare to be blown away by the sheer beauty and excitement that awaits …More

Cruz Bay, US Virgin Islands

5.0 (2)

Private Half Day Tour in St. Thomas Virgin Islands with Guide

Embark on an exhilarating island tour in St. Thomas, Virgin Islands, and prepare to be blown away by the sheer beauty and excitement that awaits...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$600

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on …More

5.0 (5)

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$600

Private Beach Hopper Tour of St. Thomas (pick three beaches)

Our Private Beach Hopper Tour gives you the option to see and enjoy three lovely beaches with an awesome Scenic island tour in the process …More

5.0 (1)

Private Beach Hopper Tour of St. Thomas (pick three beaches)

Our Private Beach Hopper Tour gives you the option to see and enjoy three lovely beaches with an awesome Scenic island tour in the process...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$600

Bob Marley & Blue Hole Transportation Only

This tour is a combo tour with Bob Marley and Blue Hole, we would pickup from your location to Bob Marley then to Blue Hole, …More

Ocho Rios, Jamaica

5.0 (1)

Bob Marley & Blue Hole Transportation Only

This tour is a combo tour with Bob Marley and Blue Hole, we would pickup from your location to Bob Marley then to Blue Hole,...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$600

Jet Car, Parasailing, Jet Ski Adventure With Shopping Montego Bay

Get ready for a Montego Bay adventure that’s equal parts thrill, beauty, and fun! Kick things off with a heart-pounding Jet Car ride across sparkling …More

Montego Bay, Jamaica

5.0 (1)

Jet Car, Parasailing, Jet Ski Adventure With Shopping Montego Bay

Get ready for a Montego Bay adventure that’s equal parts thrill, beauty, and fun! Kick things off with a heart-pounding Jet Car ride across sparkling...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$600

Aruba boasts crystal-clear turquoise waters and vibrant coral reefs. Popular snorkeling destinations like Boca Catalina, Malmok Beach, and the renowned WWII Antilla shipwreck are standard …More

Palm - Eagle Beach, Aruba

3.0 (2)

Aruba Cave Pool and Beach Tours

Aruba boasts crystal-clear turquoise waters and vibrant coral reefs. Popular snorkeling destinations like Boca Catalina, Malmok Beach, and the renowned WWII Antilla shipwreck are standard...

5 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$600

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint Vincent and the Grenadines as you …More

Kingstown, St Vincent and the Grenadines

Private Tour Kingstown Half Day

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint Vincent and the Grenadines as you...

6 hours Hotel pickup offered

from
$599

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental …More

Grand Cayman, Cayman Islands

4.9 (62)

Private: Bioluminescence Tour

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental...

2 hours Free Cancellation

4.9 (62)

from
$599

Grand Cayman Private Custom Boating Adventure

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and …More

Grand Cayman, Cayman Islands

5.0 (10)

Grand Cayman Private Custom Boating Adventure

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and...

2 to 6 hours Free Cancellation

5.0 (10)

from
$599

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with …More

Cruz Bay, US Virgin Islands

4.4 (33)

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with...

6 hours Hotel pickup offered Free Cancellation

4.4 (33)

from
$599

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?