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 →

Private Margaritaville and Rick's Cafe Tour in Negril Jamaica

Enjoy a comfortable relaxing private ride to and from Negril. Where you will explore some of Jamaica's main attractions, Negril's 7 Miles Beach, Margaritaville, and …More

Trelawny, Jamaica

5.0 (2)

Private Margaritaville and Rick's Cafe Tour in Negril Jamaica

Enjoy a comfortable relaxing private ride to and from Negril. Where you will explore some of Jamaica's main attractions, Negril's 7 Miles Beach, Margaritaville, and...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

About Rick's Cafe Perched on the rugged West End cliffs of Negril, Rick's Cafe has been a Jamaican institution since 1974. This picturesque spot offers: …More

Seven Mile Beach, Cayman Islands

5.0 (4)

Negril Ricks Cafe and 7 Mile Beach Tour

About Rick's Cafe Perched on the rugged West End cliffs of Negril, Rick's Cafe has been a Jamaican institution since 1974. This picturesque spot offers:...

2 hours Free Cancellation

5.0 (4)

from
$110

Great River Bamboo Rafting and Bird Sanctuary Combine Tour From Montego Bay

Rocklands Bird Sanctuary is a must see if you are a real true lover of birds. See some of Jamaica’s exquisite species right here where …More

Montego Bay, Jamaica

5.0 (4)

Great River Bamboo Rafting and Bird Sanctuary Combine Tour From Montego Bay

Rocklands Bird Sanctuary is a must see if you are a real true lover of birds. See some of Jamaica’s exquisite species right here where...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Born & raised on St. Maarten, one of our main focus is customer experience while visiting. Over the years, we have seen and experienced the …More

Philipsburg, St Maarten

5.0 (4)

Celebrity Island Adventure Tours

Born & raised on St. Maarten, one of our main focus is customer experience while visiting. Over the years, we have seen and experienced the...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility …More

Soufriere, St Lucia

5.0 (1)

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day …More

Montego Bay, Jamaica

5.0 (4)

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Rick's Cafe seven mile beach private tour

Come feel alright with all that Jamaica has to offer! Our guides will bring a peace of mind as we are committed to creating a …More

Lucea, Jamaica

5.0 (1)

Rick's Cafe seven mile beach private tour

Come feel alright with all that Jamaica has to offer! Our guides will bring a peace of mind as we are committed to creating a...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Martha Brea Rafting: A Thrilling Adventure

Trust tours jamaica guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Martha Brae Rafting in …More

Lucea, Jamaica

5.0 (1)

Martha Brea Rafting: A Thrilling Adventure

Trust tours jamaica guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Martha Brae Rafting in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Bamboo Rafting Tour in Montego Bay with Limestone Foot Massage

Purely Majestic Operators’ bamboo rafting tour stands out by combining breathtaking natural beauty with exceptional service and safety. Unlike typical tours, our experience emphasizes a …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting Tour in Montego Bay with Limestone Foot Massage

Purely Majestic Operators’ bamboo rafting tour stands out by combining breathtaking natural beauty with exceptional service and safety. Unlike typical tours, our experience emphasizes a...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Experience the adventure of a lifetime with our exciting buggy tour! Discover breathtaking scenery as you drive through off-road roads, cross lush forests and enjoy …More

Punta Cana, Dominican Republic

5.0 (1)

Buggies Adventure from Punta Cana

Experience the adventure of a lifetime with our exciting buggy tour! Discover breathtaking scenery as you drive through off-road roads, cross lush forests and enjoy...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

The trail to the Rio Seco waterfall begins on the Toco Main Road where the beautiful Salybia River flows lazily into the ocean. The trail …More

4.5 (2)

Rio Seco Waterfall Day Adventure

The trail to the Rio Seco waterfall begins on the Toco Main Road where the beautiful Salybia River flows lazily into the ocean. The trail...

1 to 7 hours Free Cancellation

4.5 (2)

from
$110

Monkey Tour and 7 Waterfalls Damajagua (Puerto Plata)

Come with us to live an incredible adventure in the nature and beauty of the natural landscapes of Damajagua. On this tour we will take …More

Puerto Plata, Dominican Republic

5.0 (1)

Monkey Tour and 7 Waterfalls Damajagua (Puerto Plata)

Come with us to live an incredible adventure in the nature and beauty of the natural landscapes of Damajagua. On this tour we will take...

4 hours 50 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Embark on an unforgettable Montego Bay Rum Tour, where culture, history, and flavor collide! Explore iconic landmarks like Sam Sharpe Square, uncovering Jamaica’s vibrant heritage. …More

Montego Bay, Jamaica

3.5 (2)

Bars hopping montego Bay

Embark on an unforgettable Montego Bay Rum Tour, where culture, history, and flavor collide! Explore iconic landmarks like Sam Sharpe Square, uncovering Jamaica’s vibrant heritage....

1 to 3 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$110

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to …More

4.0 (2)

Antigua private Jeep Adventure

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to...

2 hours 30 minutes Free Cancellation

4.0 (2)

from
$110

Bob Marley Nine Mile Sightseeing Tour from Ocho Rios

Our Bob Marley Nine Mile Excursion is a tour for die-hard Bob Marley fans and for those seeking a better understanding of a young man …More

Kingston, Jamaica

5.0 (3)

Bob Marley Nine Mile Sightseeing Tour from Ocho Rios

Our Bob Marley Nine Mile Excursion is a tour for die-hard Bob Marley fans and for those seeking a better understanding of a young man...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$110

Trip to Soufiere: Volcano, Twin Pitons, Waterfall, Mud Bath & Botanical Garden

Enjoy an unforgettable tour of the island which includes: Volcano, mud bath, pitons, waterfall, etc. …More

Cap Estate, St Lucia

4.9 (29)

Trip to Soufiere: Volcano, Twin Pitons, Waterfall, Mud Bath & Botanical Garden

Enjoy an unforgettable tour of the island which includes: Volcano, mud bath, pitons, waterfall, etc....

5 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$109

Puerto Plata Private Boat Cruise with Snorkeling and Open Bar

Ready to make your Caribbean adventure unforgettable? Whether you're arriving on a cruise or staying at a hotel in Puerto Plata, this private boat adventure …More

Puerto Plata, Dominican Republic

4.6 (31)

Puerto Plata Private Boat Cruise with Snorkeling and Open Bar

Ready to make your Caribbean adventure unforgettable? Whether you're arriving on a cruise or staying at a hotel in Puerto Plata, this private boat adventure...

4 hours Hotel pickup offered Free Cancellation

4.6 (31)

from
$109

Private Puerto Plata Food Tour and Beach Chillout

Relaxed private tour that will introduce you to the best dominican flavours and will give you time to chill out at the beach. You'll start …More

4.2 (10)

Private Puerto Plata Food Tour and Beach Chillout

Relaxed private tour that will introduce you to the best dominican flavours and will give you time to chill out at the beach. You'll start...

6 to 7 hours Hotel pickup offered Free Cancellation

4.2 (10)

from
$109

Private Tour to Paradise Island with Snorkel & Manatee Sanctuary

Paradise Island is one of the best places to visit in northern part of the Dominican Republic. If you like sun, azur water and white …More

Puerto Plata, Dominican Republic

5.0 (1)

Private Tour to Paradise Island with Snorkel & Manatee Sanctuary

Paradise Island is one of the best places to visit in northern part of the Dominican Republic. If you like sun, azur water and white...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$109

Private Tour: Cocoa, Coffee, Local Market and Cigars Factory

Explore authentic Dominican landscapes and flavours in a non-commercial way. See cocoa plantations and visit small chocolate manufacture. Support local community by visiting them and …More

5.0 (1)

Private Tour: Cocoa, Coffee, Local Market and Cigars Factory

Explore authentic Dominican landscapes and flavours in a non-commercial way. See cocoa plantations and visit small chocolate manufacture. Support local community by visiting them and...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$109

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?

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?