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 Catamaran Boat cruise: snorkeling slide & natural pool

If you are looking for a private excursion this is the tour for you. You can travel with your family, with your partner, bachelor /bachelorette …More

5.0 (150)

Private Catamaran Boat cruise: snorkeling slide & natural pool

If you are looking for a private excursion this is the tour for you. You can travel with your family, with your partner, bachelor /bachelorette...

3 hours Hotel pickup offered Free Cancellation

5.0 (150)

from
$745

Private Party Boat Cruise: Sound System, Open Bar, Natural Pool

Set sail aboard a double-decker catamaran in the Caribbean Sea, beginning with hotel pickup in Punta Cana in the morning or afternoon. Snorkel in crystal …More

Punta Cana, Dominican Republic

5.0 (99)

Private Party Boat Cruise: Sound System, Open Bar, Natural Pool

Set sail aboard a double-decker catamaran in the Caribbean Sea, beginning with hotel pickup in Punta Cana in the morning or afternoon. Snorkel in crystal...

3 hours Hotel pickup offered Free Cancellation

5.0 (99)

from
$745

Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over …More

Montego Bay, Jamaica

5.0 (3)

Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$739

Private All Inclusive East Coast Keys Tour and Snorkel Experience

This is the best private experience package on the northeast coast of Puerto Rico. Explore the beauty of Icacos, Palomino & Palominito Islands with our …More

Fajardo, Puerto Rico

4.9 (454)

Private All Inclusive East Coast Keys Tour and Snorkel Experience

This is the best private experience package on the northeast coast of Puerto Rico. Explore the beauty of Icacos, Palomino & Palominito Islands with our...

4 hours Free Cancellation

4.9 (454)

from
$739

FULL DAY BIG GAME FISHING Hours : 8.00 am - 02.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

5.0 (1)

6 Hours Big Game Fishing

FULL DAY BIG GAME FISHING Hours : 8.00 am - 02.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$735

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

Private Day Trip Culebra Boat from San Juan

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

7 hours 30 minutes Hotel pickup offered

from
$733

Costumizable East to West Curaçao Island Tour Experience

This private tour for 4 passengers gives you an overall view and understanding of the islands geology, people, culture, architecture, language, history, food and nature. …More

Willemstad, Curacao

5.0 (75)

Costumizable East to West Curaçao Island Tour Experience

This private tour for 4 passengers gives you an overall view and understanding of the islands geology, people, culture, architecture, language, history, food and nature....

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (75)

from
$725

First, passengers will enjoy there day away with a 2 hour 35 minutes tour around the island and stoping the majority of the time at …More

Nassau, Bahamas

4.4 (17)

Island Tour,Beach & Lunch stop at Fish fry in Nassau Bahamas

First, passengers will enjoy there day away with a 2 hour 35 minutes tour around the island and stoping the majority of the time at...

4 hours 10 minutes Hotel pickup offered Free Cancellation

4.4 (17)

from
$720

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 North and Middle 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
$706

Private Catamaran wonderful Snorqueling slide & entartaiment team

Step aboard a catamaran with friends and family for a private cruise up the coast of the Dominican Republic. You'll be received by a captain …More

Punta Cana, Dominican Republic

4.9 (210)

Private Catamaran wonderful Snorqueling slide & entartaiment team

Step aboard a catamaran with friends and family for a private cruise up the coast of the Dominican Republic. You'll be received by a captain...

4 hours Hotel pickup offered Free Cancellation

4.9 (210)

from
$702

Make your own iterinary of the Island. 6 hours for up to 20 persons. Iterinary can be customized to your liking. …More

Palm - Eagle Beach, Aruba

5.0 (30)

Private tours on a open bus.

Make your own iterinary of the Island. 6 hours for up to 20 persons. Iterinary can be customized to your liking....

6 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$700

Build Your Private Charter: Reef Fishing, Snorkel, Stingrays

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask …More

Grand Cayman, Cayman Islands

5.0 (19)

Build Your Private Charter: Reef Fishing, Snorkel, Stingrays

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask...

2 to 5 hours Free Cancellation

5.0 (19)

from
$700

Private 4 hour Rose Island tour snorkeling fishing

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From …More

5.0 (6)

Private 4 hour Rose Island tour snorkeling fishing

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From...

4 hours Free Cancellation

5.0 (6)

from
$700

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come …More

Fajardo, Puerto Rico

5.0 (9)

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$700

The German-language jeep tour with Rensley gives you a comprehensive picture of his homeland in humorous ways. Rensley loves to introduce guests to the island, …More

4.2 (5)

Private German Speaking Jeep Tours

The German-language jeep tour with Rensley gives you a comprehensive picture of his homeland in humorous ways. Rensley loves to introduce guests to the island,...

6 to 7 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$700

Private Half Day Trip: Snorkeling Cruise-Swimming Pool & Virgen Beach

With the sound of the waves gently lapping the shore, embark on a world-class catamaran cruise in Punta Cana. Enjoy this great party, snacks and …More

5.0 (159)

Private Half Day Trip: Snorkeling Cruise-Swimming Pool & Virgen Beach

With the sound of the waves gently lapping the shore, embark on a world-class catamaran cruise in Punta Cana. Enjoy this great party, snacks and...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (159)

from
$698

The Best of St Thomas Private Sightseeing Tour

For the BEST private sightseeing tour combo in St. Thomas look no further! Explore all that St. Thomas has to offer with just you and …More

Cruz Bay, US Virgin Islands

4.9 (387)

The Best of St Thomas Private Sightseeing Tour

For the BEST private sightseeing tour combo in St. Thomas look no further! Explore all that St. Thomas has to offer with just you and...

6 hours Hotel pickup offered Free Cancellation

4.9 (387)

from
$695

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will …More

Punta Cana, Dominican Republic

5.0 (17)

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will...

3 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$695

Afternoon & Sunset Private Charter During the "Golden Hours"

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset) …More

4.8 (5)

Afternoon & Sunset Private Charter During the "Golden Hours"

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset)...

3 hours Free Cancellation

4.8 (5)

from
$695

Private Yacht Charter Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music …More

5.0 (1)

Private Yacht Charter Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music...

180 to 270 minutes Free Cancellation

5.0 (1)

from
$695

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?