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 →

Dunn’s River Falls Tour with Transfers from Montego Bay

Experience the thrill of Dunn’s River Falls with our guided tour from Montego Bay. Feel the rush of cool water as it cascades down the …More

Montego Bay, Jamaica

5.0 (2)

Dunn’s River Falls Tour with Transfers from Montego Bay

Experience the thrill of Dunn’s River Falls with our guided tour from Montego Bay. Feel the rush of cool water as it cascades down the...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the …More

Castries, St Lucia

5.0 (17)

Soufrière Adventure Private Tour

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$120

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body …More

Montego Bay, Jamaica

4.9 (12)

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body...

4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$120

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach …More

4.9 (16)

Waterfall And Champagne Reef Adventure

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$120

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are …More

5.0 (10)

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are...

4 hours Free Cancellation

5.0 (10)

from
$120

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the …More

Falmouth, Jamaica

4.9 (14)

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$120

Combo Monkeys & plantation & city tours amber cove and Taino bay

Live the ultimate experience of Puerto Plata in just one day! This unique excursion combines the joy of nature with the cultural richness of the …More

Cabarete, Dominican Republic

5.0 (10)

Combo Monkeys & plantation & city tours amber cove and Taino bay

Live the ultimate experience of Puerto Plata in just one day! This unique excursion combines the joy of nature with the cultural richness of the...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$120

Bob Marley NineMile Home Tour from Montego Bay Area & Cruise Port

There’s no better way to enjoy such a great tour and transportation like with our professional experience drivers that not only perform driving duties but …More

Montego Bay, Jamaica

5.0 (9)

Bob Marley NineMile Home Tour from Montego Bay Area & Cruise Port

There’s no better way to enjoy such a great tour and transportation like with our professional experience drivers that not only perform driving duties but...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$120

Montego Bay Bamboo Rafting Tour with Clear Kayak Photoshoot

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect …More

Montego Bay, Jamaica

5.0 (6)

Montego Bay Bamboo Rafting Tour with Clear Kayak Photoshoot

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$120

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft, …More

Montego Bay, Jamaica

5.0 (5)

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft,...

30 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

A must visit for true Bob Marley fans, this private musical heritage tour from your hotel/port takes you to the reggae legend’s birthplace of Nine …More

Montego Bay, Jamaica

5.0 (5)

Bob Marley Birth Place Private Tour

A must visit for true Bob Marley fans, this private musical heritage tour from your hotel/port takes you to the reggae legend’s birthplace of Nine...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

Negril Beach, Ricks Cafe and Margaritaville from Montego Bay

Escape to the west coast of Jamaica for a full day of sun, fun, and breathtaking scenery on this unforgettable tour to Negril’s famous 7 …More

Montego Bay, Jamaica

4.9 (7)

Negril Beach, Ricks Cafe and Margaritaville from Montego Bay

Escape to the west coast of Jamaica for a full day of sun, fun, and breathtaking scenery on this unforgettable tour to Negril’s famous 7...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$120

Sabor Dominicano: Rum, Chocolate and Culture Private Tour

Explore the rich flavors of Puerto Plata on a unique culinary journey through Dominican culture. Immersive cultural experiences, insider knowledge, and memorable encounters with local …More

Puerto Plata, Dominican Republic

4.8 (6)

Sabor Dominicano: Rum, Chocolate and Culture Private Tour

Explore the rich flavors of Puerto Plata on a unique culinary journey through Dominican culture. Immersive cultural experiences, insider knowledge, and memorable encounters with local...

4 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$120

Glass bottom boat provides a fun and accessible way to explore underwater world, its a vessel with a transparent or semi-transparent floor or hull, allowing …More

Montego Bay, Jamaica

4.6 (8)

Glass Bottom Boat Water Activity in Montego Bay Jamaica

Glass bottom boat provides a fun and accessible way to explore underwater world, its a vessel with a transparent or semi-transparent floor or hull, allowing...

1 hour 20 minutes Hotel pickup offered Free Cancellation

4.6 (8)

from
$120

Tous -excursión-puerto plato,los 27 charcos de damajagua tour

Aquí te doy información sobre la visita a las 7 Cascadas con la compañía García Jesús Transfer Tours, así como algunos consejos y qué esperar: …More

Cabarete, Dominican Republic

5.0 (3)

Tous -excursión-puerto plato,los 27 charcos de damajagua tour

Aquí te doy información sobre la visita a las 7 Cascadas con la compañía García Jesús Transfer Tours, así como algunos consejos y qué esperar:...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

The Blue Hole is located in Ocho Rios Jamaica, also known as the “Secret Falls” is undoubtedly one of Jamaica’s hidden treasures. Swing on the Tarzan rope, …More

Ocho Rios, Jamaica

4.7 (7)

Irie Blue Hole Tour from Ocho Rios

The Blue Hole is located in Ocho Rios Jamaica, also known as the “Secret Falls” is undoubtedly one of Jamaica’s hidden treasures. Swing on the Tarzan rope,...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$120

Private Tour of Bob Marley Nine Miles from Montego Bay

We are aimed at giving you the truest experience. Enjoy the scenic views of the countryside and mountain peaks as we travel in comfort and …More

Montego Bay, Jamaica

5.0 (2)

Private Tour of Bob Marley Nine Miles from Montego Bay

We are aimed at giving you the truest experience. Enjoy the scenic views of the countryside and mountain peaks as we travel in comfort and...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

VIP Solo Puerto Plata City Tour (Private)

As a local expert with over 15 years of experience in guided tours and private chauffeuring, my company and I will share with you all …More

5.0 (2)

VIP Solo Puerto Plata City Tour (Private)

As a local expert with over 15 years of experience in guided tours and private chauffeuring, my company and I will share with you all...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

ATV, Bamboo Rafting, Horseback Ride & Blue Hole Falls Ocho Rios

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim Bamboo Rafting And a …More

Montego Bay, Jamaica

5.0 (3)

ATV, Bamboo Rafting, Horseback Ride & Blue Hole Falls Ocho Rios

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim Bamboo Rafting And a...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

ATV, Bamboo Rafting & Horseback Riding tour from Montego bay

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim and the Bamboo Rafting …More

Montego Bay, Jamaica

5.0 (3)

ATV, Bamboo Rafting & Horseback Riding tour from Montego bay

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim and the Bamboo Rafting...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

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?