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: Montego Bay - Exclusive Airport/Cruise Port Transfer ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay Private Hiking Tour in British Virgin Island with the Best 360 View Private Tour from Ocho Rios to Negril Beach and Ricks Cafe Saint Lucia Private North tour

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 →

3 Hours Private Tour in Montego Bay From Falmouth

Spice up your vacation when you book a highlight tour with us, where you'll be picked up from your respective locations (hotels etc.) in a …More

Falmouth, Jamaica

5.0 (88)

3 Hours Private Tour in Montego Bay From Falmouth

Spice up your vacation when you book a highlight tour with us, where you'll be picked up from your respective locations (hotels etc.) in a...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (88)

from
$75

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in …More

Ocho Rios, Jamaica

5.0 (53)

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$75

Private Sailing Tour of Pirate Waters and Shipwrecks

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost …More

4.9 (24)

Private Sailing Tour of Pirate Waters and Shipwrecks

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost...

2 hours Free Cancellation

4.9 (24)

from
$75

This is an eco friendly kayak tour that will take you to the Seaglass Island. Our local tour guide is experienced and very knowledgeable about …More

4.7 (106)

Kayak Tour to Seaglass Island

This is an eco friendly kayak tour that will take you to the Seaglass Island. Our local tour guide is experienced and very knowledgeable about...

2 hours 30 minutes Free Cancellation

4.7 (106)

from
$75

Prepare for an exciting adventure on the beaches of Punta Cana. This experience includes an adrenaline trip on a speedboat and snorkel equipment rental as …More

4.3 (6)

Speed Boat Adventure In Punta Cana

Prepare for an exciting adventure on the beaches of Punta Cana. This experience includes an adrenaline trip on a speedboat and snorkel equipment rental as...

2 hours Free Cancellation

4.3 (6)

from
$75

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like …More

Falmouth, Jamaica

4.9 (46)

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (46)

from
$75

St.Kitts Beach, Beer & Brunch | Beach Hopping Excursion

Discover the Beaches of St. Kitts on a Fun-Filled Beach-Hopping Tour Start at Timothy Hill Lookout for sweeping ocean views before heading to Cockleshell Beach …More

4.5 (43)

St.Kitts Beach, Beer & Brunch | Beach Hopping Excursion

Discover the Beaches of St. Kitts on a Fun-Filled Beach-Hopping Tour Start at Timothy Hill Lookout for sweeping ocean views before heading to Cockleshell Beach...

4 to 5 hours Hotel pickup offered Free Cancellation

4.5 (43)

from
$75

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes …More

Montego Bay, Jamaica

5.0 (10)

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$75

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we …More

Montego Bay, Jamaica

5.0 (11)

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$75

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath …More

Montego Bay, Jamaica

4.9 (13)

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$75

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by …More

Montego Bay, Jamaica

4.9 (10)

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by...

4 hours Hotel pickup offered

4.9 (10)

from
$75

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience …More

Montego Bay, Jamaica

5.0 (8)

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$75

Spend a day full of nature, adrenaline, and Dominican culture! Start with transportation to the famous Damajagua Waterfalls, one of the Caribbean’s most spectacular natural …More

Puerto Plata, Dominican Republic

4.7 (10)

Damajagua Waterfalls from Puerto Plata

Spend a day full of nature, adrenaline, and Dominican culture! Start with transportation to the famous Damajagua Waterfalls, one of the Caribbean’s most spectacular natural...

7 hours Hotel pickup offered Free Cancellation

4.7 (10)

from
$75

With our tours we not only take you to a location but we also provide the history of the location for the customer so they …More

5.0 (9)

Private Tour in St. Maarten

With our tours we not only take you to a location but we also provide the history of the location for the customer so they...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$75

Guided Hike with Miniature Donkeys to a Secluded Beach

Explore the beauty of nature on a unique guided hike that combines adventure with simply stunning gorgeousness. Led by a knowledgeable local guide, this two-hour …More

5.0 (7)

Guided Hike with Miniature Donkeys to a Secluded Beach

Explore the beauty of nature on a unique guided hike that combines adventure with simply stunning gorgeousness. Led by a knowledgeable local guide, this two-hour...

2 hours Free Cancellation

5.0 (7)

from
$75

Negril's 7 Mile Beach, Margaritaville and Ricks Cafe COMBO Tour

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture …More

Montego Bay, Jamaica

5.0 (2)

Negril's 7 Mile Beach, Margaritaville and Ricks Cafe COMBO Tour

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Rio Nuevo Bamboo Rafting In Ocho Rios Including Fee

Booking your Rio Nuevo Bamboo Rafting experience with us ensures a seamless and unforgettable adventure. With years of expertise in organizing tours and excursions, they …More

Ocho Rios, Jamaica

5.0 (2)

Rio Nuevo Bamboo Rafting In Ocho Rios Including Fee

Booking your Rio Nuevo Bamboo Rafting experience with us ensures a seamless and unforgettable adventure. With years of expertise in organizing tours and excursions, they...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Eco-Tour (Konoko Falls & Fern Gully- from Ocho Rios

The Eco-Tour will give you experience of a lifetime, with this nature Konoko Falls and Park and Fern Gully. At Konoko Falls and Park, you will …More

Ocho Rios, Jamaica

5.0 (2)

Eco-Tour (Konoko Falls & Fern Gully- from Ocho Rios

The Eco-Tour will give you experience of a lifetime, with this nature Konoko Falls and Park and Fern Gully. At Konoko Falls and Park, you will...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our …More

Runaway Bay, Jamaica

5.0 (2)

Shopping Tour From Runaway Bay Hotels

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Booking your Luminous Lagoon tour with Premier Transfers and Tours offers a host of advantages. Firstly, they provide professional and knowledgeable guides who will enhance …More

Montego Bay, Jamaica

5.0 (2)

Luminous Lagoon Night Tour

Booking your Luminous Lagoon tour with Premier Transfers and Tours offers a host of advantages. Firstly, they provide professional and knowledgeable guides who will enhance...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

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?