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 →

VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons

Welcome to SUN Queen, your VIP Luxury Yacht BOOKING COST INCLUDES UP TO 15 PERSONS ... she's a full 58' Azimut Flybridge Yacht, the only …More

Lucea, Jamaica

5.0 (4)

VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons

Welcome to SUN Queen, your VIP Luxury Yacht BOOKING COST INCLUDES UP TO 15 PERSONS ... she's a full 58' Azimut Flybridge Yacht, the only...

3 hours 30 minutes Hotel pickup offered

5.0 (4)

from
$4,450

Martha brea rafting and blue hole “COMBO TOUR”from montegobay

This tour allows you to visit two of Jamaica’s top natural attractions Martha brea River rafting, and Blue hole in a single tour from Montego …More

Montego Bay, Jamaica

5.0 (4)

Martha brea rafting and blue hole “COMBO TOUR”from montegobay

This tour allows you to visit two of Jamaica’s top natural attractions Martha brea River rafting, and Blue hole in a single tour from Montego...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$179

Great River Bamboo Rafting with Limestone Foot Massage and ATV from Montego Bay

Combine a river rafting tour with an ATV ride with this combo tour package from Montego Bay. You'll start with a trip down the Lethe …More

Montego Bay, Jamaica

5.0 (4)

Great River Bamboo Rafting with Limestone Foot Massage and ATV from Montego Bay

Combine a river rafting tour with an ATV ride with this combo tour package from Montego Bay. You'll start with a trip down the Lethe...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$175

Montego Bay VIP Drive Tour with Bryan Ottey

Join Bryan for an unforgettable journey through Montego Bay with friends and family on a private VIP drive tour. Experience a perfect blend of shopping, …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay VIP Drive Tour with Bryan Ottey

Join Bryan for an unforgettable journey through Montego Bay with friends and family on a private VIP drive tour. Experience a perfect blend of shopping,...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$180

Hampden Estate Rum Tour and Lunch from Montego Bay

On this amazing experience you will; -Explore the historic Hampden Estate, a renowned rum distillery in Jamaica's lush countryside -Learn about traditional 17th-century sugar cane …More

Montego Bay, Jamaica

4.8 (4)

Hampden Estate Rum Tour and Lunch from Montego Bay

On this amazing experience you will; -Explore the historic Hampden Estate, a renowned rum distillery in Jamaica's lush countryside -Learn about traditional 17th-century sugar cane...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$155

Cultural Walking Tour in Marigot, Saint-Martin

Whether you're a history enthusiast, an art lover, food or simply curious about the local culture, our cultural walking tour in Marigot is a must-do …More

5.0 (4)

Cultural Walking Tour in Marigot, Saint-Martin

Whether you're a history enthusiast, an art lover, food or simply curious about the local culture, our cultural walking tour in Marigot is a must-do...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$66

Private Catamaran Sunset Cruise in Turks and Caicos

Join us on this fully customizable private catamaran sunset cruise in the beautiful Grace Bay in Turks and Caicos. This memorable excursion will depart from …More

4.8 (4)

Private Catamaran Sunset Cruise in Turks and Caicos

Join us on this fully customizable private catamaran sunset cruise in the beautiful Grace Bay in Turks and Caicos. This memorable excursion will depart from...

2 hours Free Cancellation

4.8 (4)

from
$1,650

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums …More

Kingston, Jamaica

5.0 (4)

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums...

3 hours Free Cancellation

5.0 (4)

from
$150

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking …More

5.0 (4)

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking...

3 hours Free Cancellation

5.0 (4)

from
$479

Old San Juan Private Tour with Barrilito Rum Experience

Join us and visit Hacienda Santa Ana, the home of the world’s best sipping rum! Submerge into the history of the heritage of the Fernandez …More

5.0 (4)

Old San Juan Private Tour with Barrilito Rum Experience

Join us and visit Hacienda Santa Ana, the home of the world’s best sipping rum! Submerge into the history of the heritage of the Fernandez...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$250

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian …More

Kingston, Jamaica

5.0 (4)

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$139

Appleton Estate Rum Tour and Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Runaway Bay, Jamaica

5.0 (4)

Appleton Estate Rum Tour and Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$230

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other …More

Kralendijk, Bonaire

5.0 (4)

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$119

Begin your ride through the elegant Cap Estate neighborhood, offering a glimpse into the upscale Caribbean lifestyle. Then, pedal to the windswept Atlantic beach, where …More

Cap Estate, St Lucia

4.8 (4)

Cap Estate E-Bike Tour

Begin your ride through the elegant Cap Estate neighborhood, offering a glimpse into the upscale Caribbean lifestyle. Then, pedal to the windswept Atlantic beach, where...

3 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$109

Horseback Ride, Dunns River Falls & Blue Hole From Montego Bay

This 3 in one Combination gives travelers the opportunity to indulge in some of jamaica's top rated activities and tropical adventures. •Dunns River Falls •Blue …More

Montego Bay, Jamaica

5.0 (4)

Horseback Ride, Dunns River Falls & Blue Hole From Montego Bay

This 3 in one Combination gives travelers the opportunity to indulge in some of jamaica's top rated activities and tropical adventures. •Dunns River Falls •Blue...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$180

Appleton Estate Rum Tour and Tasting from Ocho Rios

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Ocho Rios. Visit the exotic Appleton Estate, home …More

Ocho Rios, Jamaica

5.0 (4)

Appleton Estate Rum Tour and Tasting from Ocho Rios

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Ocho Rios. Visit the exotic Appleton Estate, home...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$181

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France. …More

5.0 (4)

Martinique South Island Private Tour

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France....

6 hours

5.0 (4)

from
$913

Bob Marley Nine Mile and Blue Hole Tour from Montego bay

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day …More

Montego Bay, Jamaica

5.0 (4)

Bob Marley Nine Mile and Blue Hole Tour from Montego bay

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$250

Shopping Tour Punta Cana with private transportation

During the tour you will see and learn all about the manufacturing process of Don Lucas cigars, with a great number of cigar artisans producing …More

Punta Cana, Dominican Republic

5.0 (4)

Shopping Tour Punta Cana with private transportation

During the tour you will see and learn all about the manufacturing process of Don Lucas cigars, with a great number of cigar artisans producing...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$16

Enjoy a wonderful and unforgettable boat trip in the clear blue waters of St Martin. On our eye-catching 30ft speedboat, you will get to appreciate …More

5.0 (4)

Full Day Private Sxm Boat Charter

Enjoy a wonderful and unforgettable boat trip in the clear blue waters of St Martin. On our eye-catching 30ft speedboat, you will get to appreciate...

6 to 7 hours Free Cancellation

5.0 (4)

from
$1,362

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?