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 →

Experience our Snorkel Cruise Private Tour to Underwater Sculptures in Grenada! Sail aboard our unique half day cruise, where you will enjoy a fully guided …More

Snorkel Cruise Private Tour to Underwater Sculptures in Grenada

Experience our Snorkel Cruise Private Tour to Underwater Sculptures in Grenada! Sail aboard our unique half day cruise, where you will enjoy a fully guided...

5 hours Hotel pickup offered

from
$292

Private Tour: Southern Martinique by Prestige Vehicle

The best of the South in an unforgettable stopover Experience a digest of emotions: from the history of rum at Distillerie Trois-Rivières to the flavours …More

Sainte-Luce, Martinique

5.0 (2)

Private Tour: Southern Martinique by Prestige Vehicle

The best of the South in an unforgettable stopover Experience a digest of emotions: from the history of rum at Distillerie Trois-Rivières to the flavours...

6 hours Hotel pickup offered

5.0 (2)

from
$291

Hidden Waterfalls, Bird Sanctuary & Bamboo Rafting combo package

Rockland's Bird Sanctuary is a 40 minute drive outside of the bustling tourism mecca of Montego Bay. The quaint cottage property is nestled in forested …More

Lucea, Jamaica

4.9 (13)

Hidden Waterfalls, Bird Sanctuary & Bamboo Rafting combo package

Rockland's Bird Sanctuary is a 40 minute drive outside of the bustling tourism mecca of Montego Bay. The quaint cottage property is nestled in forested...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$290

Dunns River & BlueHole Tour Includes Entry Fees

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the …More

Montego Bay, Jamaica

3.0 (2)

Dunns River & BlueHole Tour Includes Entry Fees

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the...

7 to 8 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$289

Half Day Electric Bike Tour in Middle Caicos

We offer the most affordable tours on island, while still covering all of the gems that are there to offer. With your e-bikes, it allows …More

5.0 (7)

Half Day Electric Bike Tour in Middle Caicos

We offer the most affordable tours on island, while still covering all of the gems that are there to offer. With your e-bikes, it allows...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$288

We offer you to discover the green side of the island within few minutes of town, an express and yet enjoyable deep in the nature …More

5.0 (1)

V.I.P Green escape 1- Botanical Garden

We offer you to discover the green side of the island within few minutes of town, an express and yet enjoyable deep in the nature...

1 to 3 hours

5.0 (1)

from
$287

Full Day Private Tour to Blue Hole, Secret Falls & Dunn's River

Experience our Full Day Private Tour to Blue Hole, Secret Falls, and Dunn's River Falls! Embark on a serene journey through the picturesque landscapes of …More

Montego Bay, Jamaica

Full Day Private Tour to Blue Hole, Secret Falls & Dunn's River

Experience our Full Day Private Tour to Blue Hole, Secret Falls, and Dunn's River Falls! Embark on a serene journey through the picturesque landscapes of...

8 hours Hotel pickup offered Free Cancellation

from
$287

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

Private Local Food Tour in San Juan

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

4 hours Hotel pickup offered Free Cancellation

from
$286

Curaçao: Affordable totally Customizable Private Tour :)

What makes us special is our focus on customization: every tour is fully tailored to your preferences based on an intake form, allowing you to …More

4.9 (84)

Curaçao: Affordable totally Customizable Private Tour :)

What makes us special is our focus on customization: every tour is fully tailored to your preferences based on an intake form, allowing you to...

4 hours Hotel pickup offered Free Cancellation

4.9 (84)

from
$285

Zipline, Horseback Ride and Swim and Quad ATV bike in Negril

We pride ourselves on delivering unmatched, personalized experiences that make every moment unforgettable. With us, you don't just visit Jamaica—you experience it in a way …More

Montego Bay, Jamaica

5.0 (15)

Zipline, Horseback Ride and Swim and Quad ATV bike in Negril

We pride ourselves on delivering unmatched, personalized experiences that make every moment unforgettable. With us, you don't just visit Jamaica—you experience it in a way...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$285

[PRIVATE]Dunn's River & Martha Brae Rafting - Entrance & Lunch

If you love water and nature, then this is the tour for you. At Dunns River, you will experience a breathtaking waterfall that empties into …More

Lucea, Jamaica

4.9 (18)

[PRIVATE]Dunn's River & Martha Brae Rafting - Entrance & Lunch

If you love water and nature, then this is the tour for you. At Dunns River, you will experience a breathtaking waterfall that empties into...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$285

RastaSafari and Negril tour with French Guide

The entire tour will be in French which will hep make the connection between you and the locals. I will make sure you get the …More

Montego Bay, Jamaica

5.0 (4)

RastaSafari and Negril tour with French Guide

The entire tour will be in French which will hep make the connection between you and the locals. I will make sure you get the...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$285

Parasailing Jet Ski and Shopping at Montego Bay with Transport

Experience the exhilaration of soaring above Montego Bay's pristine coastline with parasailing, where panoramic views of the azure waters await. Feel the rush of the …More

Montego Bay, Jamaica

5.0 (1)

Parasailing Jet Ski and Shopping at Montego Bay with Transport

Experience the exhilaration of soaring above Montego Bay's pristine coastline with parasailing, where panoramic views of the azure waters await. Feel the rush of the...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$285

Private Sightseeing Tour in Nassau with Lunch

Prepare for an unforgettable half-day adventure aboard our private charter, exploring the stunning surroundings of Nassau and creating memories with the coolest pigs in the …More

Nassau, Bahamas

5.0 (2)

Private Sightseeing Tour in Nassau with Lunch

Prepare for an unforgettable half-day adventure aboard our private charter, exploring the stunning surroundings of Nassau and creating memories with the coolest pigs in the...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$283

Private Luxury Catamaran to Saona or Catalina Island

Our Private Luxury Catamaran Tour stands out with its exclusivity and personalized service. Unlike crowded group tours, you’ll enjoy private round-trip transportation from Punta Cana, …More

Punta Cana, Dominican Republic

5.0 (1)

Private Luxury Catamaran to Saona or Catalina Island

Our Private Luxury Catamaran Tour stands out with its exclusivity and personalized service. Unlike crowded group tours, you’ll enjoy private round-trip transportation from Punta Cana,...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$282

Falls Flyer Zipline and Dunn's River Falls Adventure Tour from Kingston

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica. …More

Kingston, Jamaica

5.0 (3)

Falls Flyer Zipline and Dunn's River Falls Adventure Tour from Kingston

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica....

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$281

Concrete Jungle to the Actual Jungle, The Complete Package Tour

In this tour, you will get more value as you experience a city tour, beach tour, cave tour, and rainforest tour all in one. Explore …More

Isla Verde, Puerto Rico

5.0 (97)

Concrete Jungle to the Actual Jungle, The Complete Package Tour

In this tour, you will get more value as you experience a city tour, beach tour, cave tour, and rainforest tour all in one. Explore...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (97)

from
$280

Best of St. Kitts Highlight Tour and Beach

This tour leaves Port Zante, The St. Kitts Marriott or any other place agreed upon. It takes you through the very historic town of Basseterre. …More

5.0 (19)

Best of St. Kitts Highlight Tour and Beach

This tour leaves Port Zante, The St. Kitts Marriott or any other place agreed upon. It takes you through the very historic town of Basseterre....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$280

This exclusive private jeep/bus tour is great for small intimate groups and is a quick fill of bahamian adventure! Enjoy a ride to the famous …More

4.4 (7)

Swimming Pigs & ATV Tour

This exclusive private jeep/bus tour is great for small intimate groups and is a quick fill of bahamian adventure! Enjoy a ride to the famous...

4 hours Hotel pickup offered Free Cancellation

4.4 (7)

from
$280

Horseback Ride, ATV and Catamaran Party Cruise from Montego Bay

If you are adventurous or love the ocean then we are sure you will enjoy this tour. Explore the fun of riding and having a …More

Montego Bay, Jamaica

5.0 (2)

Horseback Ride, ATV and Catamaran Party Cruise from Montego Bay

If you are adventurous or love the ocean then we are sure you will enjoy this tour. Explore the fun of riding and having a...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$280

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?