Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Private Airport Transfers Roundtrip Punta Cana Hotels The Battle of Santo Domingo 4D Movie Experience 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 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: 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 →

Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your …More

5.0 (85)

Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your...

6 hours

5.0 (85)

from
$1,695

Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With …More

5.0 (58)

Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With...

8 hours Free Cancellation

5.0 (58)

from
$1,700

Float & Feast Private Party Cruise with Premium Buffet & Open Bar

Our tour is not just a boat ride — it’s your own private party at sea! What sets us apart is the perfect mix of …More

Punta Cana, Dominican Republic

5.0 (18)

Float & Feast Private Party Cruise with Premium Buffet & Open Bar

Our tour is not just a boat ride — it’s your own private party at sea! What sets us apart is the perfect mix of...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$1,700

We offer a luxurious experience by building relationships with our guests and exceeding their expectations. This helps create a unique and memorable experience that sets …More

5.0 (14)

Grandluxe Charters

We offer a luxurious experience by building relationships with our guests and exceeding their expectations. This helps create a unique and memorable experience that sets...

4 hours Free Cancellation

5.0 (14)

from
$1,700

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy …More

Bleu's Full Day 8 Hours Tour

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy...

8 hours Free Cancellation

from
$1,700

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat …More

5.0 (49)

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat...

8 hours Free Cancellation

5.0 (49)

from
$1,750

Private Charter Tour on Noali Axopar 37 Around St. Martin

You will be aboard a brand new Axopar 37 sun top model 2023. The unique setting with 2 sun beds, 7 rotating seating around the …More

5.0 (3)

Private Charter Tour on Noali Axopar 37 Around St. Martin

You will be aboard a brand new Axopar 37 sun top model 2023. The unique setting with 2 sun beds, 7 rotating seating around the...

7 hours 30 minutes Free Cancellation

5.0 (3)

from
$1,750

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small …More

5.0 (5)

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small...

6 hours Free Cancellation

5.0 (5)

from
$1,760

Full-Day Private Boat Charter Caribbean adventure

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Decks DE stern and …More

5.0 (2)

Full-Day Private Boat Charter Caribbean adventure

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Decks DE stern and...

6 hours Free Cancellation

5.0 (2)

from
$1,779

Private Aruba Nightlife Party Bus with Custom Stops and DJ

Experience an exciting evening filled with music, laughter, and great drinks aboard the Chogogo Party Bus! Our spacious party bus is ideal for celebrating special …More

5.0 (20)

Private Aruba Nightlife Party Bus with Custom Stops and DJ

Experience an exciting evening filled with music, laughter, and great drinks aboard the Chogogo Party Bus! Our spacious party bus is ideal for celebrating special...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$1,800

Private Catamaran to Catalina Island With Lunch & Snorkeling

Unspoiled and uninhabited Catalina Island is the star of this tour. You’ll have a few hours to enjoy its palm-fringed sandy beach, which stretches out …More

Punta Cana, Dominican Republic

5.0 (3)

Private Catamaran to Catalina Island With Lunch & Snorkeling

Unspoiled and uninhabited Catalina Island is the star of this tour. You’ll have a few hours to enjoy its palm-fringed sandy beach, which stretches out...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,800

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get …More

Montego Bay, Jamaica

Private Deep Sea Fishing in Montego Bay

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get...

4 hours Hotel pickup offered Free Cancellation

from
$1,800

Full-Day private Punta Cana saona Tour by Speedboat

This tour we will go to the port of Punta Canawhere we will take a speedboat, with open bar included, and we will go to …More

Punta Cana, Dominican Republic

Full-Day private Punta Cana saona Tour by Speedboat

This tour we will go to the port of Punta Canawhere we will take a speedboat, with open bar included, and we will go to...

8 hours Free Cancellation

from
$1,800

This tour we will go to the port of Bayahibe where we will take a speedboat, with open bar included, and we will go to …More

Punta Cana, Dominican Republic

Full-Day Private punta cana saona Tour by Speedboat

This tour we will go to the port of Bayahibe where we will take a speedboat, with open bar included, and we will go to...

8 hours Hotel pickup offered Free Cancellation

from
$1,800

Private Guided Tour from Bávaro to Isla Saona by Speedboat minimum 12 pax

An excursion to Isla Saona is one of the best options to travel at your own pace! Comfortable transportation and private guide. Departure from the …More

Punta Cana, Dominican Republic

Private Guided Tour from Bávaro to Isla Saona by Speedboat minimum 12 pax

An excursion to Isla Saona is one of the best options to travel at your own pace! Comfortable transportation and private guide. Departure from the...

8 hours Hotel pickup offered Free Cancellation

from
$1,800

Timeless Private Luxury Speedboat Charter

Experience the ultimate in luxury and adventure with our exclusive private speedboat charter aboard this stunning triple-engine Donzi 38 Zfx called ‘Timeless’. Set against the …More

Marigot Bay, St Lucia

Timeless Private Luxury Speedboat Charter

Experience the ultimate in luxury and adventure with our exclusive private speedboat charter aboard this stunning triple-engine Donzi 38 Zfx called ‘Timeless’. Set against the...

6 hours Hotel pickup offered Free Cancellation

from
$1,800

Are you ready to experience the best of Grand Cayman from the water? Come join us at Cayman Ocean Adventures, a proud Kelly family-owned business. …More

Seven Mile Beach, Cayman Islands

5.0 (18)

Stingray City Private Charter

Are you ready to experience the best of Grand Cayman from the water? Come join us at Cayman Ocean Adventures, a proud Kelly family-owned business....

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$1,850

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it …More

5.0 (17)

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it...

7 hours 30 minutes Free Cancellation

5.0 (17)

from
$1,900

Create lasting memories with an unforgettable day in Saint-Barthélemy aboard your private boat. Let Pierre be your guide to the hidden treasures of this extraordinary …More

5.0 (3)

Full-Day St Barth Private Charter Tour

Create lasting memories with an unforgettable day in Saint-Barthélemy aboard your private boat. Let Pierre be your guide to the hidden treasures of this extraordinary...

8 hours Free Cancellation

5.0 (3)

from
$1,930

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your …More

5.0 (16)

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your...

4 hours Free Cancellation

5.0 (16)

from
$1,942

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?