Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

UTV Excursion Through the Beaches and Mountains of Nevis

Whether you're visiting Nevis by plane, ship, or simply have a few hours to spare, Supreme Motorsports offers the most exciting way to explore the …More

5.0 (8)

UTV Excursion Through the Beaches and Mountains of Nevis

Whether you're visiting Nevis by plane, ship, or simply have a few hours to spare, Supreme Motorsports offers the most exciting way to explore the...

2 hours 30 minutes Free Cancellation

5.0 (8)

from
$400

ATV, Zipline & Horseback -From Montego Bay, Negril, Ocho Rios

Our ATV, Zipline & Horseback Riding Experience brings together three exciting adventures in one unforgettable outing. Instead of choosing just one activity, you can experience …More

Lucea, Jamaica

5.0 (5)

ATV, Zipline & Horseback -From Montego Bay, Negril, Ocho Rios

Our ATV, Zipline & Horseback Riding Experience brings together three exciting adventures in one unforgettable outing. Instead of choosing just one activity, you can experience...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$400

Bamboo Rafting and ATV -From Montego Bay, Negril, Ocho Rios

The Bamboo Rafting & ATV Adventure with Royal Tours Vacations offers the perfect balance of relaxation and excitement, bringing together two very different ways to …More

Lucea, Jamaica

5.0 (2)

Bamboo Rafting and ATV -From Montego Bay, Negril, Ocho Rios

The Bamboo Rafting & ATV Adventure with Royal Tours Vacations offers the perfect balance of relaxation and excitement, bringing together two very different ways to...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$400

27 Waterfalls Adventure Private Tour in Charcos de Damajagua

We are the ideal choice for your tour of the 27 waterfalls of Damajagua, also known as Charcos de Damajagua. With years of experience and …More

5.0 (2)

27 Waterfalls Adventure Private Tour in Charcos de Damajagua

We are the ideal choice for your tour of the 27 waterfalls of Damajagua, also known as Charcos de Damajagua. With years of experience and...

3 hours Free Cancellation

5.0 (2)

from
$400

Negril Combo Experience 7 Mile Beach, Shopping and Rick's Café

This tour is unique because it combines three iconic Negril experiences into one seamless adventure: 1. 7-Mile Beach: Relax and soak up the sun on …More

Montego Bay, Jamaica

5.0 (2)

Negril Combo Experience 7 Mile Beach, Shopping and Rick's Café

This tour is unique because it combines three iconic Negril experiences into one seamless adventure: 1. 7-Mile Beach: Relax and soak up the sun on...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$400

Flying Dress or Clear Kayak Drone Photoshoot in Jamaica

Turn your Jamaican vacation into a stunning collection of unforgettable memories with our Flying Dress Photoshoot or Clear Kayak Drone Photoshoot by Royal Tours Vacations! …More

Lucea, Jamaica

5.0 (1)

Flying Dress or Clear Kayak Drone Photoshoot in Jamaica

Turn your Jamaican vacation into a stunning collection of unforgettable memories with our Flying Dress Photoshoot or Clear Kayak Drone Photoshoot by Royal Tours Vacations!...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$400

Horseback Riding & Bamboo Rafting -From MoBay, Negril, Ocho Rios

What makes this tour special is the balance between adventure and tranquility. Horseback riding offers an exciting way to explore Jamaica’s natural beauty, while bamboo …More

Lucea, Jamaica

5.0 (1)

Horseback Riding & Bamboo Rafting -From MoBay, Negril, Ocho Rios

What makes this tour special is the balance between adventure and tranquility. Horseback riding offers an exciting way to explore Jamaica’s natural beauty, while bamboo...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$400

Kingston City Day Tour -From Montego Bay, Negril, Ocho Rios

You'll get to experience the world famous reggae star's home, displaying Bob Marley's guitar and other artifacts. The home where where reggae music came alive. …More

Lucea, Jamaica

5.0 (1)

Kingston City Day Tour -From Montego Bay, Negril, Ocho Rios

You'll get to experience the world famous reggae star's home, displaying Bob Marley's guitar and other artifacts. The home where where reggae music came alive....

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$400

Private one-day tour in the Saona. We will visit the natural pool with the speedboat where the finest sand bank without stones is, with drinks, …More

4.5 (4)

Private Full Day Tour of Punta Cana

Private one-day tour in the Saona. We will visit the natural pool with the speedboat where the finest sand bank without stones is, with drinks,...

7 hours Free Cancellation

4.5 (4)

from
$400

Private Snorkeling, Sunset & Bioluminiscent Bay Swim Boat Tour

Mystic Waters Under the Sun & Stars is the most intimate and cinematic way to interact with nature, an experience unlike any other in Puerto …More

4.9 (52)

Private Snorkeling, Sunset & Bioluminiscent Bay Swim Boat Tour

Mystic Waters Under the Sun & Stars is the most intimate and cinematic way to interact with nature, an experience unlike any other in Puerto...

9 hours Free Cancellation

4.9 (52)

from
$400

Icacos or Palomino Private Sunset Boat Tour from Fajardo PR

You want to do something different? Enjoy a private boat sunset experience on a private island from the east coast of Puerto Rico. This is …More

Fajardo, Puerto Rico

4.8 (18)

Icacos or Palomino Private Sunset Boat Tour from Fajardo PR

You want to do something different? Enjoy a private boat sunset experience on a private island from the east coast of Puerto Rico. This is...

2 hours Free Cancellation

4.8 (18)

from
$399

Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement …More

Falmouth, Jamaica

5.0 (5)

Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$399

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a …More

5.0 (11)

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a...

9 hours 30 minutes Free Cancellation

5.0 (11)

from
$453

Explore St. John, Beaches and National Park Private Tour

Explore St. John with a longtime resident! This private tour is conducted in a four-door Jeep Wrangler, so it is limited to four guests. (We …More

5.0 (121)

Explore St. John, Beaches and National Park Private Tour

Explore St. John with a longtime resident! This private tour is conducted in a four-door Jeep Wrangler, so it is limited to four guests. (We...

3 hours Hotel pickup offered

5.0 (121)

from
$395

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

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with …More

4.0 (5)

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with...

5 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$395

Aguadilla UTV Off-Road Tour to Faro Ruins!

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure or you have the option of doing a Convoy …More

Rincón, Puerto Rico

5.0 (53)

Aguadilla UTV Off-Road Tour to Faro Ruins!

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure or you have the option of doing a Convoy...

2 hours Free Cancellation

5.0 (53)

from
$390

Luc’s Private Group Bonaire Open Bus Tour

Book your own private tour in a great Caribbean Open Bus and discover the best that Bonaire has to offer. Up to 10 participants - …More

Kralendijk, Bonaire

4.9 (163)

Luc’s Private Group Bonaire Open Bus Tour

Book your own private tour in a great Caribbean Open Bus and discover the best that Bonaire has to offer. Up to 10 participants -...

3 hours Free Cancellation

4.9 (163)

from
$390

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan …More

4.8 (103)

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan...

5 hours Hotel pickup offered Free Cancellation

4.8 (103)

from
$390

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your …More

Private Scuba Diving Tour in San Juan

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your...

3 hours 30 minutes Hotel pickup offered Free Cancellation

from
$389

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?

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

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

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