Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch Private Samana Full-Day Excursion - Pickup from Bayahibe 5-Day Private Tour in The Bahamas with Pickup Turks and Caicos Full-Day Luxury Private Yacht Charter View all Tours with Instant Confirmation →

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

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: 6 Days 5 Nights Sailing Catamaran Experience in Exumas, Bahamas 5-Day, 4 nights Catamaran Adventure in the Exumas Private 3 Day Tour with Sailing and Snorkeling in Anegada BVI Private Samana Full-Day Excursion - Pickup from Bayahibe Full-Day Private Yacht Cruise in Saona Island with Lunch 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 →

Robinson Crusoe Island Beach Hideaway Cruise Come aboard in Turks and Caicos for your amazing adventure on the crystal clear waters of TCI. We welcome …More

Robinson Crusoe Island Beach Hideaway Cruise

Robinson Crusoe Island Beach Hideaway Cruise Come aboard in Turks and Caicos for your amazing adventure on the crystal clear waters of TCI. We welcome...

4 hours Hotel pickup offered Free Cancellation

from
$2,963

Dominican Republic: See Almost it ALL in 6 Days, 1st Class Custom Tours

You absolutely will not find another tour out there as packed with activities and attractions as this one, provided by CharlieTheTraveler. You will also not …More

Punta Cana, Dominican Republic

5.0 (1)

Dominican Republic: See Almost it ALL in 6 Days, 1st Class Custom Tours

You absolutely will not find another tour out there as packed with activities and attractions as this one, provided by CharlieTheTraveler. You will also not...

6 days

5.0 (1)

from
$2,963

Private Afternoon Half Day Bottom Fishing Serendipity

Bottom Fishing Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! Catch grouper, …More

5.0 (1)

Private Afternoon Half Day Bottom Fishing Serendipity

Bottom Fishing Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! Catch grouper,...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$2,951

Private Full Day Luxury Catamaran Excursion

Enjoy a full-day sightseeing, relazing cruise on a 43ft Loepard Catamaran. See all of the top sights along the western coast of St Lucia. Enjoy …More

Cap Estate, St Lucia

5.0 (48)

Private Full Day Luxury Catamaran Excursion

Enjoy a full-day sightseeing, relazing cruise on a 43ft Loepard Catamaran. See all of the top sights along the western coast of St Lucia. Enjoy...

7 hours Hotel pickup offered Free Cancellation

5.0 (48)

from
$2,940

Private Group Negril Catamarans Sailing and Snorkel Boat tours offer fun and excitement in Negril Jamaica . Sail and snorkel at excellent Sand reefs and …More

Negril, Jamaica

5.0 (1)

Private Catamaran Negril Jamaica Sail -Open Bar

Private Group Negril Catamarans Sailing and Snorkel Boat tours offer fun and excitement in Negril Jamaica . Sail and snorkel at excellent Sand reefs and...

3 hours Hotel pickup offered

5.0 (1)

from
$2,900

Bottom Fishing Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! We …More

Private Half Day Afternoon Snorkel and Cruise on Serendipity

Bottom Fishing Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! We...

4 hours Hotel pickup offered Free Cancellation

from
$2,897

Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Luxurious Ultimate Private Caribbean Vacation Package!! 3-hour cruise includes: Various refreshments, including (Premium Alcohol and Rum Punch). Choice of KFC Chicken (includes fries, biscuits) or …More

Montego Bay, Jamaica

Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Luxurious Ultimate Private Caribbean Vacation Package!! 3-hour cruise includes: Various refreshments, including (Premium Alcohol and Rum Punch). Choice of KFC Chicken (includes fries, biscuits) or...

3 hours Hotel pickup offered Free Cancellation

from
$2,844

7-Day Bus Tour Across Jamaica from Montego Bay

Experience Jamaica, its people, places, culture, heritage and delicious local cuisines! Travel along coastal roads with the blue Caribbean Sea as your backdrop. Pass through …More

Montego Bay, Jamaica

7-Day Bus Tour Across Jamaica from Montego Bay

Experience Jamaica, its people, places, culture, heritage and delicious local cuisines! Travel along coastal roads with the blue Caribbean Sea as your backdrop. Pass through...

7 days Free Cancellation

from
$2,769

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

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

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

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

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

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

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

Island Hopping Adventure in the British Virgin Islands!

Start your day with a captivating Hike at The Baths, this natural wonder is characterized by massive graite boulders scattered along the beach, forming picturesque …More

5.0 (14)

Island Hopping Adventure in the British Virgin Islands!

Start your day with a captivating Hike at The Baths, this natural wonder is characterized by massive graite boulders scattered along the beach, forming picturesque...

7 hours Free Cancellation

5.0 (14)

from
$2,570

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

Frequently Asked Questions

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

What are the best options for Caribbean Tours & Sightseeing?

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

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

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing 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 Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

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