Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 will see one of the many Forts on the Island, which provides great photo shots, great views of the turquoise blue waters and history …More

4.9 (91)

5 Hour Guided Private Tour of Bermuda

We will see one of the many Forts on the Island, which provides great photo shots, great views of the turquoise blue waters and history...

5 hours Hotel pickup offered Free Cancellation

4.9 (91)

from
$95

PRIVATE Food Tour of Local Jamaican Cuisine Montego Bay & Negril

Our PRIVATE Jamaican food-tasting tour is a unique opportunity to tap into the culinary culture of Jamaica and taste authentic dishes from locals. We start …More

Lucea, Jamaica

4.9 (91)

PRIVATE Food Tour of Local Jamaican Cuisine Montego Bay & Negril

Our PRIVATE Jamaican food-tasting tour is a unique opportunity to tap into the culinary culture of Jamaica and taste authentic dishes from locals. We start...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (91)

from
$210

Private Tour,Swim with Turtles and beachhop the westcoast

Discover the very best of Curaçao with this private tour, designed to give you a complete and unforgettable impression of the island. Visit the most …More

Willemstad, Curacao

4.9 (90)

Private Tour,Swim with Turtles and beachhop the westcoast

Discover the very best of Curaçao with this private tour, designed to give you a complete and unforgettable impression of the island. Visit the most...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$130

Explore the hidden side of Barbados with our private, customized tour designed just for you. Venture beyond the typical tourist stops and discover breathtaking locations, …More

4.9 (90)

Customized Barbados private Tour

Explore the hidden side of Barbados with our private, customized tour designed just for you. Venture beyond the typical tourist stops and discover breathtaking locations,...

4 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$110

Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and …More

Lucea, Jamaica

5.0 (89)

Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and...

8 hours Hotel pickup offered Free Cancellation

5.0 (89)

from
$317

Private Luxury HalfDay w/Jetski Stingray City, Snorkeling & Starfish Beach Tour

Avoid the crowds and join us on your own private boat with crew for an experience of a life time, from seeing the stingrays at the …More

Grand Cayman, Cayman Islands

5.0 (89)

Private Luxury HalfDay w/Jetski Stingray City, Snorkeling & Starfish Beach Tour

Avoid the crowds and join us on your own private boat with crew for an experience of a life time, from seeing the stingrays at the...

4 hours Free Cancellation

5.0 (89)

from
$1,600

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service, …More

Fajardo, Puerto Rico

4.9 (89)

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service,...

4 hours Free Cancellation

4.9 (89)

from
$670

3 Hours Private Tour in Montego Bay From Falmouth

Spice up your vacation when you book a highlight tour with us, where you'll be picked up from your respective locations (hotels etc.) in a …More

Falmouth, Jamaica

5.0 (88)

3 Hours Private Tour in Montego Bay From Falmouth

Spice up your vacation when you book a highlight tour with us, where you'll be picked up from your respective locations (hotels etc.) in a...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (88)

from
$75

Enjoy a 3 hours private tour of the highlights of Aruba. This tour is meant for up to 15 people and is one of the …More

Palm - Eagle Beach, Aruba

4.8 (87)

Private Tour: Essential Tour of Aruba

Enjoy a 3 hours private tour of the highlights of Aruba. This tour is meant for up to 15 people and is one of the...

3 hours Hotel pickup offered Free Cancellation

4.8 (87)

from
$250

Private Tour from Ocho Rios Runaway Bay to the Luminous Lagoon

WELCOME TO TOUR JAMAICA TODAY. As you leave your hotel your driver will greet you with a smile and a warm welcome , This lagoon, …More

Ocho Rios, Jamaica

4.9 (87)

Private Tour from Ocho Rios Runaway Bay to the Luminous Lagoon

WELCOME TO TOUR JAMAICA TODAY. As you leave your hotel your driver will greet you with a smile and a warm welcome , This lagoon,...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$85

3HR Jetski Tour Stingray City Starfish Point Snorkel Rumpoint

EXPERIENCE THE CAYMAN ISLANDS’ MUST-SEE STOPS IN ONE UNFORGETTABLE GUIDED JET SKI TOUR! Get ready for 3 hours of adventure, crystal-clear water, and true Cayman …More

Seven Mile Beach, Cayman Islands

4.9 (87)

3HR Jetski Tour Stingray City Starfish Point Snorkel Rumpoint

EXPERIENCE THE CAYMAN ISLANDS’ MUST-SEE STOPS IN ONE UNFORGETTABLE GUIDED JET SKI TOUR! Get ready for 3 hours of adventure, crystal-clear water, and true Cayman...

3 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$395

Cole’s Cave is an underground Cave located in Jack-in-the-Box Gully in St. Thomas. Possessing an underground river, it has many beautiful caverns adorned with stalactites …More

4.9 (86)

Cole's Cave Hike

Cole’s Cave is an underground Cave located in Jack-in-the-Box Gully in St. Thomas. Possessing an underground river, it has many beautiful caverns adorned with stalactites...

90 to 120 minutes Free Cancellation

4.9 (86)

from
$111

St. Thomas Cultural Experience: Private, Lunch Included

Discover St. Thomas through a fully private, host led cultural experience designed around your group. This outing blends history, scenic beauty, authentic food, and relaxed …More

4.8 (86)

St. Thomas Cultural Experience: Private, Lunch Included

Discover St. Thomas through a fully private, host led cultural experience designed around your group. This outing blends history, scenic beauty, authentic food, and relaxed...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (86)

from
$545

Half-Day Tour Rafting on the Great River with Limestone Foot Massage

The tour is quite unique simply because there’s none like it in the world, while drifting along the Great river on the bamboo raft, not …More

Montego Bay, Jamaica

5.0 (86)

Half-Day Tour Rafting on the Great River with Limestone Foot Massage

The tour is quite unique simply because there’s none like it in the world, while drifting along the Great river on the bamboo raft, not...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (86)

from
$130

[PRIVATE] Negril Sightseeing Tour with RickS Cafe Cliff Diving

Visit some of Negril's most famous spots, such as Rick's Café (watch the spectacular sunset and the cliff divers), the Lighthouse, and the Negril Craft …More

Lucea, Jamaica

4.9 (86)

[PRIVATE] Negril Sightseeing Tour with RickS Cafe Cliff Diving

Visit some of Negril's most famous spots, such as Rick's Café (watch the spectacular sunset and the cliff divers), the Lighthouse, and the Negril Craft...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (86)

from
$157

St Lucia Private Tour: Customize Your Island Experience+ Lunch

Your private guide awaits you with a sign at the cruise port or hotel. Our first stop is Marigot Bay. One of the most beautiful …More

Anse La Raye, St Lucia

4.9 (86)

St Lucia Private Tour: Customize Your Island Experience+ Lunch

Your private guide awaits you with a sign at the cruise port or hotel. Our first stop is Marigot Bay. One of the most beautiful...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (86)

from
$145

Grand Cayman Private Stingray City and Snorkeling

Avoid the crowds aboard your own private boat. The boat is located in the newly renovated West Bay Yacht Club, Head to the most popular …More

Grand Cayman, Cayman Islands

4.9 (85)

Grand Cayman Private Stingray City and Snorkeling

Avoid the crowds aboard your own private boat. The boat is located in the newly renovated West Bay Yacht Club, Head to the most popular...

3 to 4 hours Free Cancellation

4.9 (85)

from
$800

Private Combo Tour From Ocho Rios To Blue Hole and Konoko Falls

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in …More

Ocho Rios, Jamaica

5.0 (85)

Private Combo Tour From Ocho Rios To Blue Hole and Konoko Falls

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (85)

from
$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 …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 Boat Charter St. Lucia, boat tour to Soufriere. Full day

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive …More

Marigot Bay, St Lucia

5.0 (84)

Private Boat Charter St. Lucia, boat tour to Soufriere. Full day

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (84)

from
$90

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have 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?