Top Caribbean Private Sightseeing Tours

Q: 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: Stepping High Mountain Tour and Blue Hole Mineral Spring from Negril Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch Private Boat Tour:St.Lucia private charter Private Exclusive Saona Island Tours Safari-city Tour Dominican Experiences Private Tours

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour 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 →

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

River Tubing Adventure on the Rio Bueno & Bamboo Beach Club Private Tour

Jamaica's North Coast, lies the scenic tiny seaside village of Rio Bueno. Running alongside this village is the Rio Bueno River. ... The long winding …More

Montego Bay, Jamaica

5.0 (3)

River Tubing Adventure on the Rio Bueno & Bamboo Beach Club Private Tour

Jamaica's North Coast, lies the scenic tiny seaside village of Rio Bueno. Running alongside this village is the Rio Bueno River. ... The long winding...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Dunns River and Blue Hole Private Tour from Ocho Rios

Travelers will be picked up in a clean, sanitized and spacious bus with enough room for social distancing. Buses are fitted with music and microphone …More

Ocho Rios, Jamaica

5.0 (1)

Dunns River and Blue Hole Private Tour from Ocho Rios

Travelers will be picked up in a clean, sanitized and spacious bus with enough room for social distancing. Buses are fitted with music and microphone...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Private Tour of Sulphur Spring and Toraile Waterfall in Soufriere

Visiting the Sulphur Springs and Toraille Waterfall in Soufrière, offers a blend of adventure, relaxation, and natural beauty. At the Sulphur Springs, you'll experience the …More

Marigot Bay, St Lucia

5.0 (3)

Private Tour of Sulphur Spring and Toraile Waterfall in Soufriere

Visiting the Sulphur Springs and Toraille Waterfall in Soufrière, offers a blend of adventure, relaxation, and natural beauty. At the Sulphur Springs, you'll experience the...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Ready for an unforgettable St. Lucia adventure? Immerse yourself in the famous Sulphur Springs Park, where naturally warm water cascades into travertine stone pools, creating …More

Soufriere, St Lucia

5.0 (2)

Sulphur Springs Tour

Ready for an unforgettable St. Lucia adventure? Immerse yourself in the famous Sulphur Springs Park, where naturally warm water cascades into travertine stone pools, creating...

4 hours Free Cancellation

5.0 (2)

from
$120

Jamaica Blue Mountain Coffee Tour and sightseeing experience

Discover the world-renowned Blue Mountain Coffee from over 4000ft. On a journey of adventure and exploration through the heart of Jamaica's rich and vibrant culture. …More

Kingston, Jamaica

5.0 (4)

Jamaica Blue Mountain Coffee Tour and sightseeing experience

Discover the world-renowned Blue Mountain Coffee from over 4000ft. On a journey of adventure and exploration through the heart of Jamaica's rich and vibrant culture....

2 to 3 hours Free Cancellation

5.0 (4)

from
$120

seven sister waterfall hike, Annandale waterfall, national park

This listings is for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want …More

St. George's, Grenada

5.0 (3)

seven sister waterfall hike, Annandale waterfall, national park

This listings is for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want...

5 to 6 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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?