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 →

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 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

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

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 Charter to the British Virgin Islands from USVI

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach …More

5.0 (46)

Private Full Day Charter to the British Virgin Islands from USVI

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach...

8 hours Free Cancellation

5.0 (46)

from
$1,695

Half Day Private Luxury Axopar Charter in Turks & Caicos

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace …More

4.9 (26)

Half Day Private Luxury Axopar Charter in Turks & Caicos

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace...

4 hours Free Cancellation

4.9 (26)

from
$1,695

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

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero …More

Fajardo, Puerto Rico

5.0 (29)

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero...

6 hours Free Cancellation

5.0 (29)

from
$1,690

4HR-Halfday Private Fishing Tour in Gracebay

Indulge your love for fishing with this exciting family excursion in the beautiful waters of the Turks and Caicos. Reel in the common catches of …More

5.0 (68)

4HR-Halfday Private Fishing Tour in Gracebay

Indulge your love for fishing with this exciting family excursion in the beautiful waters of the Turks and Caicos. Reel in the common catches of...

4 hours Hotel pickup offered Free Cancellation

5.0 (68)

from
$1,680

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we …More

Cap Estate, St Lucia

4.9 (22)

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we...

4 hours Free Cancellation

4.9 (22)

from
$1,680

Private Boat Swim and Snorkel Adventure to Rose Island

Welcome to Paradise, where luxury meets nature in a harmonious blend of serenity and adventure. This private island retreat offers a unique experience like no …More

5.0 (26)

Private Boat Swim and Snorkel Adventure to Rose Island

Welcome to Paradise, where luxury meets nature in a harmonious blend of serenity and adventure. This private island retreat offers a unique experience like no...

4 hours Free Cancellation

5.0 (26)

from
$1,670

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

4.8 (16)

Full Day Anguilla Private 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

4.8 (16)

from
$1,665

Amber Cove & Taino Bay Shore Excursion, Private Charter on Blue Sky Catamaran

Have a blast on the water! Take a Blue Sky Party Boat ride along the North Coast and have a party of your life, while …More

Puerto Plata, Dominican Republic

5.0 (8)

Amber Cove & Taino Bay Shore Excursion, Private Charter on Blue Sky Catamaran

Have a blast on the water! Take a Blue Sky Party Boat ride along the North Coast and have a party of your life, while...

4 to 5 hours

5.0 (8)

from
$1,663

Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some …More

5.0 (16)

Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some...

6 hours Free Cancellation

5.0 (16)

from
$1,650

Private Full Day Baths and Beyond Tour in Tortola BVI

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember. …More

Tortola, British Virgin Islands

5.0 (21)

Private Full Day Baths and Beyond Tour in Tortola BVI

Antilles Power Boats will take you on a breathtaking adventure to see all the best of the BVI and give you a day to remember....

7 hours Free Cancellation

5.0 (21)

from
$1,650

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

5.0 (15)

Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation

5.0 (15)

from
$1,650

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?