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 →

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter

Our morning private boat tour is a great way to start the day. We venture away from the crowd and take you to some of …More

5.0 (147)

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter

Our morning private boat tour is a great way to start the day. We venture away from the crowd and take you to some of...

4 hours Hotel pickup offered Free Cancellation

5.0 (147)

from
$1,488

Create-Your-Own Luxury Adventure in Nassau with photographer

Embrace the crystal‑clear turquoise waters of Nassau on our private adventure. Designed for travelers who want freedom, fun, and unforgettable island vibes. Choose your stops, …More

Nassau, Bahamas

4.9 (29)

Create-Your-Own Luxury Adventure in Nassau with photographer

Embrace the crystal‑clear turquoise waters of Nassau on our private adventure. Designed for travelers who want freedom, fun, and unforgettable island vibes. Choose your stops,...

4 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$1,600

What makes this product unique is that you will spend day on the water, your way, and your rules. With the Cocktails N’ Dreams private …More

4.7 (25)

All Inclusive 4- Hours Private Charter

What makes this product unique is that you will spend day on the water, your way, and your rules. With the Cocktails N’ Dreams private...

4 hours Hotel pickup offered Free Cancellation

4.7 (25)

from
$1,600

St Thomas Full-Day Boat Rental 37' Intrepid Powerboat

Sonic Charters is able to accommodate groups up to 12 passengers on our top of the line power boats. We have five great powerboats to choose …More

Cruz Bay, US Virgin Islands

5.0 (36)

St Thomas Full-Day Boat Rental 37' Intrepid Powerboat

Sonic Charters is able to accommodate groups up to 12 passengers on our top of the line power boats. We have five great powerboats to choose...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (36)

from
$1,600

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with …More

Grand Cayman, Cayman Islands

5.0 (37)

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with...

6 hours

5.0 (37)

from
$1,600

mini Burger or Taco menu Private Luxury Party Boat

Charter a deluxe party boat for your own personal cruise around Punta Cana. Step on board to meet a staff whose job is to cater …More

Punta Cana, Dominican Republic

4.0 (2)

mini Burger or Taco menu Private Luxury Party Boat

Charter a deluxe party boat for your own personal cruise around Punta Cana. Step on board to meet a staff whose job is to cater...

4 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$1,600

Private Luxury Dinner Sunset Cruise in St. Lucia

Join us for a Private Dinner Sunset Cruise with a Chef onboard to provide a culinary experience that is second to none. We will cruise …More

Choc, St Lucia

Private Luxury Dinner Sunset Cruise in St. Lucia

Join us for a Private Dinner Sunset Cruise with a Chef onboard to provide a culinary experience that is second to none. We will cruise...

3 hours Hotel pickup offered Free Cancellation

from
$1,600

Ocho Rios Private Deep Sea Fishing Boat rental Jamaica Fishing Tours and Charters for the casual or avid fishing enthusiast from the Ocho Rios Marina on …More

Ocho Rios, Jamaica

Private Deep Sea Fishing Boat Rental Ocho Rios Jamaica

Ocho Rios Private Deep Sea Fishing Boat rental Jamaica Fishing Tours and Charters for the casual or avid fishing enthusiast from the Ocho Rios Marina on...

4 hours

from
$1,600

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

Half-Day Private Catamaran Tour in Puerto Plata

Have a blast on the water! Take a 38 feet catamaran, ride along the coast and have a party of your life, while dancing, sipping …More

Cabarete, Dominican Republic

5.0 (1)

Half-Day Private Catamaran Tour in Puerto Plata

Have a blast on the water! Take a 38 feet catamaran, ride along the coast and have a party of your life, while dancing, sipping...

5 hours Hotel pickup offered

5.0 (1)

from
$1,650

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

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

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

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 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

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

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?