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 →

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this …More

4.9 (24)

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$800

Mojito - Full Day Private Catamaran Cruise - St Maarten

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy …More

4.8 (24)

Mojito - Full Day Private Catamaran Cruise - St Maarten

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy...

8 hours Free Cancellation

4.8 (24)

from
$230

Private Martha Brae River Rafting Tour from Montego Bay

If you want a few hours just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride …More

Montego Bay, Jamaica

4.8 (24)

Private Martha Brae River Rafting Tour from Montego Bay

If you want a few hours just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (24)

from
$47

Get ready for a memorable private tour of Montego Bay, the tourist capital of Jamaica! We start by picking you up from your resort or …More

Lucea, Jamaica

4.8 (24)

[PRIVATE] Montego Bay Highlights Tour

Get ready for a memorable private tour of Montego Bay, the tourist capital of Jamaica! We start by picking you up from your resort or...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (24)

from
$90

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along …More

Montego Bay, Jamaica

5.0 (24)

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along...

4 hours Free Cancellation

5.0 (24)

from
$112

Puerto Rico Hiking and Waterfall PRIVATE Excursion!

Join us on a Private Tour of the outskirts of El Yunque in a comfortable luxury vehicle (our tour does not enter El Yunke National …More

5.0 (23)

Puerto Rico Hiking and Waterfall PRIVATE Excursion!

Join us on a Private Tour of the outskirts of El Yunque in a comfortable luxury vehicle (our tour does not enter El Yunke National...

5 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$60

This Tour Highlights the main gems and must-go places located in the heart of Soufriere Town. Your driver will ensure you are comfortable, provide drinks …More

Vieux Fort, St Lucia

5.0 (23)

Soufriere Tour - Gems of the West

This Tour Highlights the main gems and must-go places located in the heart of Soufriere Town. Your driver will ensure you are comfortable, provide drinks...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$61

Short Excursions City Tour and 27 Waterfall Damajagua

The reason in which we decided to make this content is because of the high experience we have, since we would first visit what the …More

4.9 (23)

Short Excursions City Tour and 27 Waterfall Damajagua

The reason in which we decided to make this content is because of the high experience we have, since we would first visit what the...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$70

Dunns River Blue Hole Tubing from Montego Bay

Scott Jamaica Tours provides transportation by bus or minivan from your hotel to three attractions: Braco Tubing, Blue Hole, and Dunn’s River Falls, in that …More

Kingston, Jamaica

4.8 (23)

Dunns River Blue Hole Tubing from Montego Bay

Scott Jamaica Tours provides transportation by bus or minivan from your hotel to three attractions: Braco Tubing, Blue Hole, and Dunn’s River Falls, in that...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (23)

from
$90

Appleton estate,YS Falls,Black River Safari,Pelican Bar(any 3of4)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its …More

Lucea, Jamaica

5.0 (23)

Appleton estate,YS Falls,Black River Safari,Pelican Bar(any 3of4)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its...

3 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$180

Hampden Estate Rum Tour and Lunch from Falmouth

Your Rum tour begins with a drive through lush vegetation, sugar cane fields and bamboo-lined roads to the Hampden Estate. Hampden Estate produces distinctive types …More

Trelawny, Jamaica

5.0 (23)

Hampden Estate Rum Tour and Lunch from Falmouth

Your Rum tour begins with a drive through lush vegetation, sugar cane fields and bamboo-lined roads to the Hampden Estate. Hampden Estate produces distinctive types...

4 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$115

Martha Brae Bamboo Rafting From Montego bay

Booking your Martha Brae Rafting tour with Ultimate Excursions Tours and Taxi Service means experiencing one of Jamaica’s most tranquil and iconic attractions with a …More

Falmouth, Jamaica

5.0 (23)

Martha Brae Bamboo Rafting From Montego bay

Booking your Martha Brae Rafting tour with Ultimate Excursions Tours and Taxi Service means experiencing one of Jamaica’s most tranquil and iconic attractions with a...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$107

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion …More

5.0 (23)

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,050

Blue Hole and Dunn's River Falls Tour from Montego Bay

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A relaxing ride in a minivan takes you …More

Montego Bay, Jamaica

5.0 (23)

Blue Hole and Dunn's River Falls Tour from Montego Bay

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A relaxing ride in a minivan takes you...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$151

Rose Hall Great House & Luminous Lagoon -Customize Night Tour from Montego Bay

The entry price and travel costs are included in this hassle-free and cashless evening tour. The natural phenomenon that makes the luminous Lagoon light up …More

Montego Bay, Jamaica

5.0 (23)

Rose Hall Great House & Luminous Lagoon -Customize Night Tour from Montego Bay

The entry price and travel costs are included in this hassle-free and cashless evening tour. The natural phenomenon that makes the luminous Lagoon light up...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$131

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes …More

4.9 (23)

4 to 5 Hour Private SUV Trip

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$350

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in …More

5.0 (23)

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in...

4 to 5 hours

5.0 (23)

from
$95

All-Inclusive: Mako 29ft Boat Tour to Icacos Palomino & Palominito

Enjoy an unforgettable trip with panoramic views to El Yunque, Las Cabezas de San Juan and the iconic El Conquistador Hotel, exploring cays and islets …More

Fajardo, Puerto Rico

4.9 (22)

All-Inclusive: Mako 29ft Boat Tour to Icacos Palomino & Palominito

Enjoy an unforgettable trip with panoramic views to El Yunque, Las Cabezas de San Juan and the iconic El Conquistador Hotel, exploring cays and islets...

4 hours Free Cancellation

4.9 (22)

from
$770

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we …More

Cap Estate, St Lucia

4.9 (22)

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we...

4 hours Free Cancellation

4.9 (22)

from
$1,680

There are only a handful of bioluminescence or bioluminescent bays in the Caribbean, and not many more than that in the world. They only occur …More

Grand Cayman, Cayman Islands

5.0 (22)

Private Bioluminescent Bay Tour

There are only a handful of bioluminescence or bioluminescent bays in the Caribbean, and not many more than that in the world. They only occur...

2 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (22)

from
$675

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?

Got any more Caribbean trip ideas?

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