Top Caribbean Private Sightseeing Tours

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour View all Tours with Hotel Pickup →

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 →

Welcome aboard this motorboat for a unique experience in Turks and Caicos : Noah's Ark. Departing from Blue Haven Marina, we head straight to the …More

Noah's Ark Beach Club Tour Fjord 38 Ben

Welcome aboard this motorboat for a unique experience in Turks and Caicos : Noah's Ark. Departing from Blue Haven Marina, we head straight to the...

4 hours Free Cancellation

from
$2,490

Private Sunset Dinner Cruise in Bonaire w/ Sailing & Snorkeling

This private tour has it all! Sailing, snorkeling, sunset dinner cruise, and star-gazing. Our 4.5 hour tour starts at 3:00 p.m. and ends at 7:30 …More

5.0 (22)

Private Sunset Dinner Cruise in Bonaire w/ Sailing & Snorkeling

This private tour has it all! Sailing, snorkeling, sunset dinner cruise, and star-gazing. Our 4.5 hour tour starts at 3:00 p.m. and ends at 7:30...

4 hours 30 minutes

5.0 (22)

from
$2,499

Rose Island 3 Island Luxury Private Tour(8hrs)

This tour is one of a kind . Our boats are well maintained and captains and crew are highly trained. You get to experience 3 …More

5.0 (38)

Rose Island 3 Island Luxury Private Tour(8hrs)

This tour is one of a kind . Our boats are well maintained and captains and crew are highly trained. You get to experience 3...

8 hours Free Cancellation

5.0 (38)

from
$2,500

Spend the day in Les Saintes or Guadeloupe or Martinique or Marie Galante (French Islands) relaxing on the beach of just being in the French …More

5.0 (1)

Boat Cruise to the French Islands

Spend the day in Les Saintes or Guadeloupe or Martinique or Marie Galante (French Islands) relaxing on the beach of just being in the French...

8 to 10 hours Hotel pickup offered

5.0 (1)

from
$2,500

Day Trip to The Bob Marley Museum from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast …More

Montego Bay, Jamaica

4.4 (7)

Day Trip to The Bob Marley Museum from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast...

10 to 12 hours Hotel pickup offered Free Cancellation

4.4 (7)

from
$2,500

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat, …More

Punta Cana, Dominican Republic

4.5 (8)

Private Exclusive Saona Island Tours

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat,...

8 hours 15 minutes Hotel pickup offered Free Cancellation

4.5 (8)

from
$2,511

Private Exclusive Saona Island VIP Tours

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat, …More

Punta Cana, Dominican Republic

5.0 (1)

Private Exclusive Saona Island VIP Tours

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat,...

8 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$2,511

Private Full Day Boat Tour in St-Maarten

Experience the best of Saint Maarten from the sea , on a comfortable and safe catamaran, with family and friends on a private day. Our …More

5.0 (3)

Private Full Day Boat Tour in St-Maarten

Experience the best of Saint Maarten from the sea , on a comfortable and safe catamaran, with family and friends on a private day. Our...

7 hours Free Cancellation

5.0 (3)

from
$2,526

Private Half-Day Guided Snorkeling Charter in St. Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

5.0 (50)

Private Half-Day Guided Snorkeling Charter in St. Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

4 hours

5.0 (50)

from
$2,540

Private Morning Half-Day Snorkeling Trip

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

5.0 (27)

Private Morning Half-Day Snorkeling Trip

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

2 to 4 hours

5.0 (27)

from
$2,540

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of …More

Fajardo, Puerto Rico

5.0 (16)

Catamaran Charter Puerto Rico Jenica

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of...

6 hours Free Cancellation

5.0 (16)

from
$2,600

Set sail on an exclusive journey aboard Aqua Symphony, where luxury meets adventure on our 48ft Cranchi Atlantique monohull yacht. Your voyage will whisk you …More

Tortola, British Virgin Islands

4.7 (11)

Full-Day Charter in Tortola British Virgin Islands

Set sail on an exclusive journey aboard Aqua Symphony, where luxury meets adventure on our 48ft Cranchi Atlantique monohull yacht. Your voyage will whisk you...

8 hours Hotel pickup offered Free Cancellation

4.7 (11)

from
$2,600

Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape, …More

Montego Bay, Jamaica

Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape,...

3 hours Free Cancellation

from
$2,600

Noah’sArk/CaptOak-Private Boat Tour with Snorkeling and Beach BBQ

We’re a locally owned and operated team that truly knows these waters, hidden spots, and stories you won’t hear anywhere else. From snorkeling sites to …More

5.0 (4)

Noah’sArk/CaptOak-Private Boat Tour with Snorkeling and Beach BBQ

We’re a locally owned and operated team that truly knows these waters, hidden spots, and stories you won’t hear anywhere else. From snorkeling sites to...

4 hours Free Cancellation

5.0 (4)

from
$2,650

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like …More

5.0 (75)

8HR Fullday Private Boat in Gracebay

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like...

8 hours Hotel pickup offered Free Cancellation

5.0 (75)

from
$2,688

Full-Day Private Catamaran, Turks and Caicos Cruise

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable day in the most beautiful …More

4.5 (8)

Full-Day Private Catamaran, Turks and Caicos Cruise

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable day in the most beautiful...

7 hours Free Cancellation

4.5 (8)

from
$2,690

Full-Day Private Cruise in Turks and Caicos with Lunch

Come discover with us many different islands and cays in the Caicos islands where the waters are crystal clear and you can swim and snorkel. …More

4.3 (4)

Full-Day Private Cruise in Turks and Caicos with Lunch

Come discover with us many different islands and cays in the Caicos islands where the waters are crystal clear and you can swim and snorkel....

8 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$2,700

Discover the pristine beauty of Culebra on a luxurious 6-hour boat tour aboard a 36 ft yacht. Experience a secure and comfortable navigation and discover …More

Culebra All Inclusive Luxury Private Yacht Tour

Discover the pristine beauty of Culebra on a luxurious 6-hour boat tour aboard a 36 ft yacht. Experience a secure and comfortable navigation and discover...

6 hours Free Cancellation

from
$2,700

Turks and Caicos is known for its best beaches in the world. In this full day tour, you will get to see and experience all …More

5.0 (8)

Full Day Beach BBQ Turks and Caicos

Turks and Caicos is known for its best beaches in the world. In this full day tour, you will get to see and experience all...

7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$2,749

Experience nature and the beauty of Jamaica with the Family Eco Adventure Tour, a true learning experience for both you and the family. Best of …More

Ocho Rios, Jamaica

Island Explorer 7 Days North Coast Tour

Experience nature and the beauty of Jamaica with the Family Eco Adventure Tour, a true learning experience for both you and the family. Best of...

7 days Hotel pickup offered Free Cancellation

from
$2,750

Frequently Asked Questions

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

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

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?

Got any more Caribbean trip ideas?

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