Top Caribbean Private & Custom Tours

Q: Which Caribbean Private & Custom Tours have Instant Confirmation?

Caribbean Private & Custom 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 →

The Royal Rainforest An Exclusive Extreme Experience El Yunque

Escape into the heart of Puerto Rico’s legendary rainforest on an unforgettable adventure designed for thrill-seekers and nature lovers. The Royal Rainforest – An Exclusive …More

5.0 (37)

The Royal Rainforest An Exclusive Extreme Experience El Yunque

Escape into the heart of Puerto Rico’s legendary rainforest on an unforgettable adventure designed for thrill-seekers and nature lovers. The Royal Rainforest – An Exclusive...

3 hours 30 minutes Free Cancellation

5.0 (37)

from
$1,200

Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable. …More

5.0 (229)

Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable....

4 hours Free Cancellation

5.0 (229)

from
$1,200

Pigs Beach, Green Turtle Cay, Rose Island Private Tour

From the moment you are picked up from the dock. The captain ensures that everyone on board is safely seated and informed of the safety …More

4.8 (22)

Pigs Beach, Green Turtle Cay, Rose Island Private Tour

From the moment you are picked up from the dock. The captain ensures that everyone on board is safely seated and informed of the safety...

3 hours 30 minutes Free Cancellation

4.8 (22)

from
$1,200

#1 Rated 4 Hour Private Rose Island Tour Beach Snorkeling Turtles

Explore the stunning waters of the Bahamas aboard a 28 ft Regulator FS Center Console with RiG Charters. Perfect for up to eight guests, this …More

5.0 (31)

#1 Rated 4 Hour Private Rose Island Tour Beach Snorkeling Turtles

Explore the stunning waters of the Bahamas aboard a 28 ft Regulator FS Center Console with RiG Charters. Perfect for up to eight guests, this...

4 hours Free Cancellation

5.0 (31)

from
$1,200

Private FullDay Stingray City, Snorkeling, Kaibo Bar & Grill and Starfish Beach

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time …More

Grand Cayman, Cayman Islands

5.0 (32)

Private FullDay Stingray City, Snorkeling, Kaibo Bar & Grill and Starfish Beach

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time...

5 hours Free Cancellation

5.0 (32)

from
$1,200

Private Captain's Most Popular Snorkeling and Beach Day with Lunch

Cruising along the Caribbean coast of Dominica is as fun and picturesque as one can imagine. Visit famous spots such as Champagne Reef, Scotts Head …More

5.0 (1)

Private Captain's Most Popular Snorkeling and Beach Day with Lunch

Cruising along the Caribbean coast of Dominica is as fun and picturesque as one can imagine. Visit famous spots such as Champagne Reef, Scotts Head...

4 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$1,200

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person …More

Grand Cayman, Cayman Islands

5.0 (13)

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person...

4 hours

5.0 (13)

from
$1,200

Set sail along the stunning coast of Punta Cana on a new and comfortable catamaran for an unforgettable adventure. Groups of up to 10 passengers …More

5.0 (27)

Private Party Boat with Brunch

Set sail along the stunning coast of Punta Cana on a new and comfortable catamaran for an unforgettable adventure. Groups of up to 10 passengers...

3 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$1,200

The tour is unique because although we have a list of places for our guest to visit the tour can be customize to meet clients …More

5.0 (8)

Providenciales Group Island Tour

The tour is unique because although we have a list of places for our guest to visit the tour can be customize to meet clients...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,200

This is the highlight of their your vacation in Pubta Cana, If you have never experienced a foam party then now is your chance! Come …More

Punta Cana, Dominican Republic

5.0 (2)

Private Foam Party Boat VIP

This is the highlight of their your vacation in Pubta Cana, If you have never experienced a foam party then now is your chance! Come...

4 hours Free Cancellation

5.0 (2)

from
$1,200

This tour is different from the others. It is a large private boat where only you and your family will enjoy this excursion. It has …More

Punta Cana, Dominican Republic

5.0 (4)

Private Tour in Boco Grande Punta Cana

This tour is different from the others. It is a large private boat where only you and your family will enjoy this excursion. It has...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$1,200

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at …More

Discover St.Lucia Multi day Tour

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at...

5 days Hotel pickup offered Free Cancellation

from
$1,200

Private Half-Day Party Boat Tour from Punta Cana with Drinks

Enjoy our beautiful private boat with your friends or family where you can navigate the beautiful waters of Bavaro Punta Cana, you can celebrate your …More

Punta Cana, Dominican Republic

Private Half-Day Party Boat Tour from Punta Cana with Drinks

Enjoy our beautiful private boat with your friends or family where you can navigate the beautiful waters of Bavaro Punta Cana, you can celebrate your...

4 hours Hotel pickup offered Free Cancellation

from
$1,200

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first …More

Crash boat beach with snorkeling and Gozalandia waterfalls

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first...

8 to 10 hours Hotel pickup offered Free Cancellation

from
$1,200

PRIVATE GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a …More

Private Half Cultural Safari Tour from Punta Cana

PRIVATE GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a...

4 hours Hotel pickup offered Free Cancellation

from
$1,200

Private boat tour from Taino Bay and Amber Cove Passengers

Dive into the water from our 63 feet boat along Puerto Plata's northern coast. Enjoy the stunning turquoise views of the ocean, roaming and snorkeling …More

Puerto Plata, Dominican Republic

5.0 (2)

Private boat tour from Taino Bay and Amber Cove Passengers

Dive into the water from our 63 feet boat along Puerto Plata's northern coast. Enjoy the stunning turquoise views of the ocean, roaming and snorkeling...

5 hours 30 minutes

5.0 (2)

from
$1,199

Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and …More

5.0 (70)

Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and...

6 hours Free Cancellation

5.0 (70)

from
$1,195

Explore the Virgin Islands on a Private Boat Charter

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a …More

5.0 (371)

Explore the Virgin Islands on a Private Boat Charter

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a...

6 hours

5.0 (371)

from
$1,195

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a …More

5.0 (11)

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$1,195

Private Tour Island Hop Snorkel Turtles & Sip Bahama Mamas

Escape the crowds on this 4 hour private boat tour aboard our sleek 29 ft Seabird and experience the real Bahamas. Cruise across crystal clear …More

Nassau, Bahamas

5.0 (153)

Private Tour Island Hop Snorkel Turtles & Sip Bahama Mamas

Escape the crowds on this 4 hour private boat tour aboard our sleek 29 ft Seabird and experience the real Bahamas. Cruise across crystal clear...

4 hours Free Cancellation

5.0 (153)

from
$1,190

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 & Custom Tours?

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

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

View all kid-friendly Tours →

Which Caribbean Private & Custom Tours have Instant Confirmation?

Which Caribbean Private & Custom Tours have Free Cancellation?

Caribbean Private & Custom 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 & Custom Tours have Hotel Pickup?

No problem. These Caribbean Private & Custom 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?