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 an unforgettable evening with our private sunset cruise in Punta Cana! Enjoy a serene and unique adventure as you sail along the stunning coastline, …More

Punta Cana, Dominican Republic

5.0 (15)

Private Sunset Cruise in Punta Cana

Experience an unforgettable evening with our private sunset cruise in Punta Cana! Enjoy a serene and unique adventure as you sail along the stunning coastline,...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$690

Photo Session at a Private Beach with Hotel Pickup

we are a group of professionals. we will pick you up at your hotel and take you to the beautiful bavaro beach with our transport. …More

Punta Cana, Dominican Republic

5.0 (1)

Photo Session at a Private Beach with Hotel Pickup

we are a group of professionals. we will pick you up at your hotel and take you to the beautiful bavaro beach with our transport....

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$680

There are only a handful of bioluminescence or bioluminescent bays in the Caribbean, and not many more than that in the world. They only occur …More

Grand Cayman, Cayman Islands

5.0 (22)

Private Bioluminescent Bay Tour

There are only a handful of bioluminescence or bioluminescent bays in the Caribbean, and not many more than that in the world. They only occur...

2 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (22)

from
$675

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service, …More

Fajardo, Puerto Rico

4.9 (89)

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service,...

4 hours Free Cancellation

4.9 (89)

from
$670

Private Guadeloupe Boat Tour: Mangroves and Islets (French Guide)

Set sail from Sainte-Rose on a private, customizable 4.5-hour escape into the Grand Cul-de-Sac Marin. Passionate about their work and their island, your captain shares …More

Basse-Terre Island, Guadeloupe

4.9 (96)

Private Guadeloupe Boat Tour: Mangroves and Islets (French Guide)

Set sail from Sainte-Rose on a private, customizable 4.5-hour escape into the Grand Cul-de-Sac Marin. Passionate about their work and their island, your captain shares...

4 hours 30 minutes Free Cancellation

4.9 (96)

from
$670

Enjoy a Private Catch and Cook Boat Tour Adventure in Freeport, Bahamas. Spend the day exploring tu⁠rquoise waters, catching⁠ fresh seafood, snorkeling vibrant reef systems, …More

5.0 (12)

Private Catch and Cook Boat Tour Adventure in Freeport Bahamas

Enjoy a Private Catch and Cook Boat Tour Adventure in Freeport, Bahamas. Spend the day exploring tu⁠rquoise waters, catching⁠ fresh seafood, snorkeling vibrant reef systems,...

4 hours

5.0 (12)

from
$660

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 St Maarten Flying Dutchman, Schooner Ride & more

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...

8 hours

from
$660

Private Yacht Celebration & Snorkeling Cruise (Open Bar)

"The Ultimate Private Yacht Celebration in Punta Cana! ⚓ Host your next Birthday, Bachelorette Party, Vow Renewal, Family Reunion, Anniversary,, or Special Event aboard your …More

Punta Cana, Dominican Republic

4.6 (82)

Private Yacht Celebration & Snorkeling Cruise (Open Bar)

"The Ultimate Private Yacht Celebration in Punta Cana! ⚓ Host your next Birthday, Bachelorette Party, Vow Renewal, Family Reunion, Anniversary,, or Special Event aboard your...

4 hours Hotel pickup offered Free Cancellation

4.6 (82)

from
$659

HipHop Party Boat with Unlimited drinks in Punta Cana

We are an American owned and operated company who is providing an international touch to all of our boat charters! We speak fluent English, Spanish …More

5.0 (42)

HipHop Party Boat with Unlimited drinks in Punta Cana

We are an American owned and operated company who is providing an international touch to all of our boat charters! We speak fluent English, Spanish...

3 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$650

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the …More

5.0 (6)

Private Sunset Sail

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the...

2 hours Free Cancellation

5.0 (6)

from
$650

Private Tour Sail in Virgin Islands National Park

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

Cruz Bay, US Virgin Islands

Private Tour Sail in Virgin Islands National Park

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

5 hours Hotel pickup offered

from
$650

Private Snorkel Tour with Captain & Guide Bonaire Marine Park 4hr

Embark on an exclusive journey through the crystal-clear waters of Bonaire and Klein Bonaire with a private boat snorkel tour. This personalized adventure offers an …More

5.0 (11)

Private Snorkel Tour with Captain & Guide Bonaire Marine Park 4hr

Embark on an exclusive journey through the crystal-clear waters of Bonaire and Klein Bonaire with a private boat snorkel tour. This personalized adventure offers an...

4 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$645

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 Jet Skiing Around La Famille Ship and Pristine Cays

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...

5 hours Hotel pickup offered

from
$636

Full Day Cultural Jeep Beach Tour, St. Thomas &/or Water Island

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city …More

4.9 (62)

Full Day Cultural Jeep Beach Tour, St. Thomas &/or Water Island

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city...

6 hours Hotel pickup offered Free Cancellation

4.9 (62)

from
$630

Half-Day Private Stingray City Charter in Cayman Islands

This is a private tour/activity. Only your group will participate. Avoid the crowds of Stingray City aboard your own private, 11-passenger boat. Depart from the …More

Grand Cayman, Cayman Islands

4.9 (94)

Half-Day Private Stingray City Charter in Cayman Islands

This is a private tour/activity. Only your group will participate. Avoid the crowds of Stingray City aboard your own private, 11-passenger boat. Depart from the...

3 hours 30 minutes Free Cancellation

4.9 (94)

from
$625

Private Tour Luxury Catamaran, Sail, Beach, Snorkel

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

Tortola, British Virgin Islands

Private Tour Luxury Catamaran, Sail, Beach, Snorkel

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your...

8 hours Hotel pickup offered

from
$620

Experience our Full Day Luxury Catamaran Private Tour in Grenada! Embark on a serene journey through the picturesque landscapes of Grenada as you make your …More

Full Day Catamaran Private Tour in Grenada

Experience our Full Day Luxury Catamaran Private Tour in Grenada! Embark on a serene journey through the picturesque landscapes of Grenada as you make your...

8 hours Hotel pickup offered

from
$620

Embark on a luxurious Full Day Private Sailing and Snorkeling Tour around the breathtaking islands of Guadeloupe. Starting and ending at your hotel in Pointe-à-Pitre, …More

Full Day Guadeloupe Private Sailing and Snorkeling Tour

Embark on a luxurious Full Day Private Sailing and Snorkeling Tour around the breathtaking islands of Guadeloupe. Starting and ending at your hotel in Pointe-à-Pitre,...

7 hours 30 minutes Hotel pickup offered

from
$620

Discover Martinique your way with a fully private and tailor-made 4-hour tour designed around your interests and travel style. Your local guide will pick you …More

4.9 (66)

Private Custom Tour of Martinique

Discover Martinique your way with a fully private and tailor-made 4-hour tour designed around your interests and travel style. Your local guide will pick you...

4 hours Hotel pickup offered Free Cancellation

4.9 (66)

from
$613

Private, luxury, custom charters to Stingray City, Snorkeling & More

Luxury, knowledge & value - these are the values of Cobalt Custom Charters. Whether doing a morning, afternoon, or biobay charter, you will have the experience …More

Grand Cayman, Cayman Islands

5.0 (514)

Private, luxury, custom charters to Stingray City, Snorkeling & More

Luxury, knowledge & value - these are the values of Cobalt Custom Charters. Whether doing a morning, afternoon, or biobay charter, you will have the experience...

2 to 4 hours Free Cancellation

5.0 (514)

from
$610

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?