Top Caribbean Tours & Sightseeing

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

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory La Boutique Mobile Punta Cana Punta Cana & Bávaro Private Transportation 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 →

Are you looking for the ultimate vacation experience? If you're in the mood for exploring the stunning reefs with some snorkeling and natural island beaches, …More

4 Hour Private 82' Luxury Mega Yacht Rental in Fajardo

Are you looking for the ultimate vacation experience? If you're in the mood for exploring the stunning reefs with some snorkeling and natural island beaches,...

4 hours Free Cancellation

from
$3,200

Private Tour: Barbados Catamaran Snorkeling Cruise

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on …More

5.0 (18)

Private Tour: Barbados Catamaran Snorkeling Cruise

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on...

5 hours

5.0 (18)

from
$3,210

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack …More

5.0 (13)

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack...

3 hours Free Cancellation

5.0 (13)

from
$3,300

Our ultra stylish, and one of the most comfortable charter boats available in the US Virgin Islands at the moment, ready for you to experience. …More

Cruz Bay, US Virgin Islands

5.0 (25)

Midnight Sun Charters - 43ft ONYX

Our ultra stylish, and one of the most comfortable charter boats available in the US Virgin Islands at the moment, ready for you to experience....

7 hours Free Cancellation

5.0 (25)

from
$3,356

Private 7-Hour Catamaran Tour in Turks and Caicos

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 7-hour tour, with our 42-foot Island Queen Catamaran, will take …More

5.0 (8)

Private 7-Hour Catamaran Tour in Turks and Caicos

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 7-hour tour, with our 42-foot Island Queen Catamaran, will take...

7 hours Free Cancellation

5.0 (8)

from
$3,395

Half-Day Private Catamaran And Dunn's River Falls Tour in Ocho

Basically this family friendly tour is perfect for a birthday. Cruise to Dunn's River Falls aboard a catamaran on this 3.5-hour excursion. Sail to a …More

Trelawny, Jamaica

Half-Day Private Catamaran And Dunn's River Falls Tour in Ocho

Basically this family friendly tour is perfect for a birthday. Cruise to Dunn's River Falls aboard a catamaran on this 3.5-hour excursion. Sail to a...

3 to 4 hours Hotel pickup offered Free Cancellation

from
$3,400

5 Day Package to Santiago and Puerto Plata with Accommodation

Immerse yourself in the Dominican essence with our exclusive 4 nights and 5 days package! Start your adventure in the heart of Santiago de los …More

Puerto Plata, Dominican Republic

5 Day Package to Santiago and Puerto Plata with Accommodation

Immerse yourself in the Dominican essence with our exclusive 4 nights and 5 days package! Start your adventure in the heart of Santiago de los...

5 days Free Cancellation

from
$3,440

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or …More

Private Full Day Tour Fjord 38 Ben

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or...

8 hours Free Cancellation

from
$3,490

Escape the crowds and set your own course for paradise on your private catamaran, 'Big Ben'. This exclusive 4-hour morning sail is your personal journey …More

Private Morning Tour Catamaran 44 Big Ben

Escape the crowds and set your own course for paradise on your private catamaran, 'Big Ben'. This exclusive 4-hour morning sail is your personal journey...

4 hours Free Cancellation

from
$3,490

Three Beach Hopping Family Motorboat day

Cruise the coastline of both Dutch and French St. Maarten on a three-beach multigenerational, family adventure by intimate Motorboat for your private group. Listen to …More

Grand Case, St Maarten

5.0 (1)

Three Beach Hopping Family Motorboat day

Cruise the coastline of both Dutch and French St. Maarten on a three-beach multigenerational, family adventure by intimate Motorboat for your private group. Listen to...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$3,500

Private Full-Day Catamaran Martinique Trip

Head to St. Lucia's neighboring island Martinique for a unique cultural experience. You are free to roam around the island to experience the many experiences …More

Cap Estate, St Lucia

Private Full-Day Catamaran Martinique Trip

Head to St. Lucia's neighboring island Martinique for a unique cultural experience. You are free to roam around the island to experience the many experiences...

8 hours Hotel pickup offered Free Cancellation

from
$3,500

Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8 …More

5.0 (26)

Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8...

8 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$3,540

Private Catamaran Cruise and Snorkeling in Montego Bay Area

Basically you get this completely private for your group. Mimosas, cold towels, and an onboard DJ set this Montego Bay Private All-inclusive Catamaran Cruise apart …More

Montego Bay, Jamaica

Private Catamaran Cruise and Snorkeling in Montego Bay Area

Basically you get this completely private for your group. Mimosas, cold towels, and an onboard DJ set this Montego Bay Private All-inclusive Catamaran Cruise apart...

3 to 4 hours Hotel pickup offered

from
$3,700

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

5.0 (2)

Anguilla Private Yacht Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation

5.0 (2)

from
$3,766

Private Tour 45ft Powerboat to Nearby Islands

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even …More

5.0 (16)

Private Tour 45ft Powerboat to Nearby Islands

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even...

4 hours

5.0 (16)

from
$3,800

Icacos Island Private Charter with Snorkel Stops

Enjoy the boat for yourselves! This is a private boat just for you and your friends and family. We will Include on board Waters, sodas, …More

Luquillo, Puerto Rico

5.0 (2)

Icacos Island Private Charter with Snorkel Stops

Enjoy the boat for yourselves! This is a private boat just for you and your friends and family. We will Include on board Waters, sodas,...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$3,800

3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food

By booking our private charter, you and your guests will have exclusive access to our boat and our attentive and friendly staff. Because the cruise …More

4.9 (19)

3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food

By booking our private charter, you and your guests will have exclusive access to our boat and our attentive and friendly staff. Because the cruise...

3 hours 30 minutes Free Cancellation

4.9 (19)

from
$3,900

Are you looking for the ultimate vacation experience? Look no further than our tailored charter experiences! And the best part? We own our vessels, ensuring …More

6 Hour Private 82' Luxury Mega Yacht Rental in Fajardo

Are you looking for the ultimate vacation experience? Look no further than our tailored charter experiences! And the best part? We own our vessels, ensuring...

6 hours Free Cancellation

from
$3,900

Exuma Swimming Pigs and Sharks Tour by Plane

Experience the highlights of the Exuma Islands on this Half-Day adventure from Nassau, with the opportunity to visit seven or more islands in one day! …More

Nassau, Bahamas

5.0 (6)

Exuma Swimming Pigs and Sharks Tour by Plane

Experience the highlights of the Exuma Islands on this Half-Day adventure from Nassau, with the opportunity to visit seven or more islands in one day!...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$4,000

Private Yacht with snorkelling from Montego Bay

Welcome to luxury on your very own private yacht while you explore the hidden islands off the coast of the Montego Bay shoreline. A warm …More

Montego Bay, Jamaica

5.0 (2)

Private Yacht with snorkelling from Montego Bay

Welcome to luxury on your very own private yacht while you explore the hidden islands off the coast of the Montego Bay shoreline. A warm...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$4,000

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 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?

Caribbean Tours & Sightseeing with Instant Confirmation include:

View all Tours with 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?