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 Walking Tour in Santo Domingo Colonial Heritage

This private walking tour reveals Santo Domingo’s historic legacy. Explore the oldest city in the New World. Walk through streets shaped by early Spanish civilization. …More

5.0 (1)

Private Walking Tour in Santo Domingo Colonial Heritage

This private walking tour reveals Santo Domingo’s historic legacy. Explore the oldest city in the New World. Walk through streets shaped by early Spanish civilization....

3 hours Free Cancellation

5.0 (1)

from
$79

Rockland Birds Sanctuary & Bamboo Rafting With Limestone Massage

Booking a bird sanctuary and bamboo rafting combo tour offers a unique blend of tranquility, natural beauty, and adventure, making it an unforgettable experience for …More

Lucea, Jamaica

5.0 (1)

Rockland Birds Sanctuary & Bamboo Rafting With Limestone Massage

Booking a bird sanctuary and bamboo rafting combo tour offers a unique blend of tranquility, natural beauty, and adventure, making it an unforgettable experience for...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$162

We offer the best of the best raft captains to provide a full raft experience (entertainment, lime stone massage, music, drink etc). Raft can be …More

Montego Bay, Jamaica

5.0 (1)

Great River Bamboo Rafting Montego Bay

We offer the best of the best raft captains to provide a full raft experience (entertainment, lime stone massage, music, drink etc). Raft can be...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Nightlife in Montego Bay Lounge 2727 Club Elevate Pier 1

In this city, night life comes alive. Having the Caribbean's liveliest party scenes, Montego Bay hosts clubs such as Pier 1 Lounge 27/27, Club Elevate …More

Montego Bay, Jamaica

5.0 (1)

Nightlife in Montego Bay Lounge 2727 Club Elevate Pier 1

In this city, night life comes alive. Having the Caribbean's liveliest party scenes, Montego Bay hosts clubs such as Pier 1 Lounge 27/27, Club Elevate...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Punta Cana Private Hoyo Claro Cenote Hiking Tour with Drinks

Combine a gorgeous and unspoiled cenote with an adventurous hiking well inside the Dominican countryside. What you get? A wonderful half day private tour full …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana Private Hoyo Claro Cenote Hiking Tour with Drinks

Combine a gorgeous and unspoiled cenote with an adventurous hiking well inside the Dominican countryside. What you get? A wonderful half day private tour full...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$89

Horseback Riding and Taíno Cave Exploration

Nuestro tour de medio día está diseñado para ofrecerle una experiencia auténtica, emocionante y llena de variedad, ideal para quienes desean aprovechar al máximo su …More

Santo Domingo, Dominican Republic

5.0 (1)

Horseback Riding and Taíno Cave Exploration

Nuestro tour de medio día está diseñado para ofrecerle una experiencia auténtica, emocionante y llena de variedad, ideal para quienes desean aprovechar al máximo su...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$95

Combo Tour: Dunn's River Falls And Horse Back Riding

This tour is design to make visitors get a two in one experience of the beautiful Island Jamaica. You will be pickup from your Cruise …More

Montego Bay, Jamaica

5.0 (1)

Combo Tour: Dunn's River Falls And Horse Back Riding

This tour is design to make visitors get a two in one experience of the beautiful Island Jamaica. You will be pickup from your Cruise...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$164

Explore the picturesque west coast of Saint Lucia, which continues to be in awe of all visitors to the island. You will get the invaluable …More

Marigot Bay, St Lucia

5.0 (1)

Soufriere Private Experience

Explore the picturesque west coast of Saint Lucia, which continues to be in awe of all visitors to the island. You will get the invaluable...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

Private Rastafarian Indigenous Village Tour from Montego Bay

Learn about Rastafarianism in the country where it all began with a visit to the Rastafari Indigenous Village. Your driver will pick you up at …More

Montego Bay, Jamaica

5.0 (1)

Private Rastafarian Indigenous Village Tour from Montego Bay

Learn about Rastafarianism in the country where it all began with a visit to the Rastafari Indigenous Village. Your driver will pick you up at...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Luminous Lagoon Tour from Montego Bay (Private)

Though it seems like magic, there’s a scientific explanation for the glowing blue that appears. Millions of microorganisms called dinoflagellates flock to the lagoon’s unique …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon Tour from Montego Bay (Private)

Though it seems like magic, there’s a scientific explanation for the glowing blue that appears. Millions of microorganisms called dinoflagellates flock to the lagoon’s unique...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

seeking something different or unique , well our walking tour is the package for you. experience what our beautiful town full of rish history has …More

Five Islands Village, Antigua and Barbuda

5.0 (1)

Sightseeing Antigua Walking Tour

seeking something different or unique , well our walking tour is the package for you. experience what our beautiful town full of rish history has...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$154

Private Bob Marley Mausoleum Tour in Nine Mile

Journey to Nine Mile, the birthplace of Reggae legend Bob Marley. Discover the fascinating tale of Marley's childhood and his journey to becoming a music …More

Montego Bay, Jamaica

5.0 (1)

Private Bob Marley Mausoleum Tour in Nine Mile

Journey to Nine Mile, the birthplace of Reggae legend Bob Marley. Discover the fascinating tale of Marley's childhood and his journey to becoming a music...

3 to 5 hours Free Cancellation

5.0 (1)

from
$135

Private Tour to Konoko Falls From Ocho Rios

Konoko Falls and Gardens is tranquil and peaceful with a relaxing sense of mind kind of tour. All ages will enjoy this tour, the younger …More

Ocho Rios, Jamaica

5.0 (1)

Private Tour to Konoko Falls From Ocho Rios

Konoko Falls and Gardens is tranquil and peaceful with a relaxing sense of mind kind of tour. All ages will enjoy this tour, the younger...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

Negril Beach & Margaritaville with Rick’s Cafe

Ready for some fun and excitement, the journey to Negril’s Margaritaville Jimmy’s Buffets where the party begins. Get an awesome view of the beautiful seven …More

Montego Bay, Jamaica

5.0 (1)

Negril Beach & Margaritaville with Rick’s Cafe

Ready for some fun and excitement, the journey to Negril’s Margaritaville Jimmy’s Buffets where the party begins. Get an awesome view of the beautiful seven...

5 to 6 hours Hotel pickup offered

5.0 (1)

from
$65

Montego Bay Shopping Tours takes you on a journey through one of the world's most famous tourist destinations Montego Bay. Visit the historical sites, residential …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Shopping Tours 3 Hours

Montego Bay Shopping Tours takes you on a journey through one of the world's most famous tourist destinations Montego Bay. Visit the historical sites, residential...

2 to 3 minutes Hotel pickup offered

5.0 (1)

from
$65

Grenada: La Sagesse Beach & Royal Mt. Carmel Waterfall Tour

This isn't the tour everyone takes. This is the tour everyone WISHES they had taken! A Waterfall Worth Every Step Royal Mt. Carmel is a …More

5.0 (1)

Grenada: La Sagesse Beach & Royal Mt. Carmel Waterfall Tour

This isn't the tour everyone takes. This is the tour everyone WISHES they had taken! A Waterfall Worth Every Step Royal Mt. Carmel is a...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Falmouth

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from the port town of Falmouth. Located on Jamaica’s West Coast on the shores …More

Falmouth, Jamaica

5.0 (1)

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Falmouth

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from the port town of Falmouth. Located on Jamaica’s West Coast on the shores...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$113

Private Appleton Estate Rum Tour & Black River Safari –Experience

Experience the history, nature, and flavors of Jamaica on a private 6-hour Fun-Day tour. Discover the rum-making process at the Appleton Estate and enjoy samples …More

Montego Bay, Jamaica

5.0 (1)

Private Appleton Estate Rum Tour & Black River Safari –Experience

Experience the history, nature, and flavors of Jamaica on a private 6-hour Fun-Day tour. Discover the rum-making process at the Appleton Estate and enjoy samples...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$197

Private Bob Marley Nine Mile & Kingston Tour Combo from Runaway Bay

This full day Bob Marley Reggae tour will take you to two of the legend's museums plus all of the late singer’s popular hangouts in …More

Runaway Bay, Jamaica

5.0 (1)

Private Bob Marley Nine Mile & Kingston Tour Combo from Runaway Bay

This full day Bob Marley Reggae tour will take you to two of the legend's museums plus all of the late singer’s popular hangouts in...

10 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$265

You will get the chance to visit two Ocho Rios locations in one day for one price. This is a super saver deal. Experience Horseback …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding and Dunns River Falls

You will get the chance to visit two Ocho Rios locations in one day for one price. This is a super saver deal. Experience Horseback...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$195

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?

Got any more Caribbean trip ideas?

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