Top Caribbean Private Sightseeing Tours

Q: What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are: Irie Blue Hole and Secret Falls Tours Saona Island Private luxury Yacht Full day with Snorkeling Full Day Private Tour Montego Bay with Lunch Stop From Falmouth Private Tours Shopping From Ocho Rios,Air BNB and Cruise Port Aruba Cave Pool and Beach Tours

Q: What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour 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 →

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

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way …More

5.0 (38)

Honor Roll Private Bahamas Boat Charter

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way...

4 to 8 hours Free Cancellation

5.0 (38)

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 Sunset Catamaran Adventure Cruise with Open Bar

This sunset cruise is the perfect combination of a relaxing and exiting experience. You will be able to adjust the cruise to your personal preference …More

5.0 (22)

Private Sunset Catamaran Adventure Cruise with Open Bar

This sunset cruise is the perfect combination of a relaxing and exiting experience. You will be able to adjust the cruise to your personal preference...

2 hours

5.0 (22)

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

Come on board Serendipity in Turks and Caicos. Our friendly crew will have you smiling in no time ! We welcome you aboard with a …More

2 Hours Sunset Cruise Aboard the Serendipity in Turks and Caicos

Come on board Serendipity in Turks and Caicos. Our friendly crew will have you smiling in no time ! We welcome you aboard with a...

120 to 145 minutes Hotel pickup offered Free Cancellation

from
$1,809

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

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to …More

Tortola, British Virgin Islands

5.0 (5)

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to...

7 hours Free Cancellation

5.0 (5)

from
$1,950

Frequently Asked Questions

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

What are the best options for Caribbean Private Sightseeing Tours?

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

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours 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 Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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