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 →

This is a unique tour which inclusive of entry fee. A tour that move at easy pace and is not rushed. You are picked up …More

Falmouth, Jamaica

5.0 (2)

Blue Hole & Secret Falls Private Tour

This is a unique tour which inclusive of entry fee. A tour that move at easy pace and is not rushed. You are picked up...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$95

Dark View Falls and Beach Tour with Detention Tours

This Tour is unique because visitors can travel throughout our island to different sites, waterfalls, Black and White sand beaches, and our volcano La Soufriere. …More

Kingstown, St Vincent and the Grenadines

4.6 (9)

Dark View Falls and Beach Tour with Detention Tours

This Tour is unique because visitors can travel throughout our island to different sites, waterfalls, Black and White sand beaches, and our volcano La Soufriere....

4 to 5 hours Free Cancellation

4.6 (9)

from
$95

Come out and experience what nature has to show you at this remarkable spot, where you will witness a phenomenon that only occurs in certain …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon Tour from Montego Bay

Come out and experience what nature has to show you at this remarkable spot, where you will witness a phenomenon that only occurs in certain...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$95

My tours are unique because they offer a personalized and immersive experience. I aim to provide intimate and authentic encounters with the local culture and …More

Trelawny, Jamaica

4.0 (5)

#1 Martha brea bamboo rafting

My tours are unique because they offer a personalized and immersive experience. I aim to provide intimate and authentic encounters with the local culture and...

2 to 3 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$95

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

Private Tour of Bob Marley House from Ocho Rios

Bob Marley tour gives travelers a chance to live the life of the legend and icon of reggae music. Experience the adventure of driving through …More

Ocho Rios, Jamaica

4.3 (4)

Private Tour of Bob Marley House from Ocho Rios

Bob Marley tour gives travelers a chance to live the life of the legend and icon of reggae music. Experience the adventure of driving through...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (4)

from
$95

Private Trip to Los Haitises from Sabana De La Mar

This is a private tour with locals tours guides. You will learn the original information about the culture of Los haitises national park. Locals know …More

3.5 (2)

Private Trip to Los Haitises from Sabana De La Mar

This is a private tour with locals tours guides. You will learn the original information about the culture of Los haitises national park. Locals know...

3 to 4 hours

3.5 (2)

from
$95

4 hours Kayak, Cave and Waterfall Adventure

What sets this tour apart is its unique blend of volcanic wonders, adventure, and Hollywood magic. Guests kayak through the Soufriere/Scotts Head Marine Reserve, exploring …More

3.0 (3)

4 hours Kayak, Cave and Waterfall Adventure

What sets this tour apart is its unique blend of volcanic wonders, adventure, and Hollywood magic. Guests kayak through the Soufriere/Scotts Head Marine Reserve, exploring...

4 hours Hotel pickup offered Free Cancellation

3.0 (3)

from
$95

Full Day Private Tour Montego Bay with Lunch Stop From Falmouth

Embark on an unforgettable full-day tour from Falmouth Jamaica cruise port to experience the best highlights of the region. Begin your adventure with a visit …More

Falmouth, Jamaica

3.0 (2)

Full Day Private Tour Montego Bay with Lunch Stop From Falmouth

Embark on an unforgettable full-day tour from Falmouth Jamaica cruise port to experience the best highlights of the region. Begin your adventure with a visit...

5 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$95

Private and Customized Tour to Negril From Montego Bay

Your grand customized tour to negril last for 6-8 hours. On your journey along the west sea coast, limitless eye catching views driving through the …More

Montego Bay, Jamaica

4.9 (37)

Private and Customized Tour to Negril From Montego Bay

Your grand customized tour to negril last for 6-8 hours. On your journey along the west sea coast, limitless eye catching views driving through the...

8 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$94

Nine miles is the birthplace and the resting place of the Reggae legend Bob Marley the one who introduced reggae music to the world so …More

Negril, Jamaica

4.3 (10)

Nine Mile Bob Marley Museum Tour

Nine miles is the birthplace and the resting place of the Reggae legend Bob Marley the one who introduced reggae music to the world so...

8 hours Hotel pickup offered Free Cancellation

4.3 (10)

from
$94

“ATV Adventure & Rick’s Café Experience from Montego Bay

This isn’t just another excursion—it’s the ultimate mix of adventure and vibes in Jamaica. Ride through rugged trails on a powerful ATV, kicking up dust …More

Montego Bay, Jamaica

5.0 (7)

“ATV Adventure & Rick’s Café Experience from Montego Bay

This isn’t just another excursion—it’s the ultimate mix of adventure and vibes in Jamaica. Ride through rugged trails on a powerful ATV, kicking up dust...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$94

NineMile Tour: Journey to Bob Marley’s Birthplace & Resting Place

The Bob Marley Nine Mile Tour is a journey to the heart of Jamaica, where reggae legend Bob Marley's story began. This tour takes you …More

Falmouth, Jamaica

5.0 (1)

NineMile Tour: Journey to Bob Marley’s Birthplace & Resting Place

The Bob Marley Nine Mile Tour is a journey to the heart of Jamaica, where reggae legend Bob Marley's story began. This tour takes you...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$94

Negril Tour guarantees the best and most anticipated tour journey, taking on some of the top destination spots such as Margaritaville and Ricks Cafe. Pearly …More

Lucea, Jamaica

4.8 (56)

Day Tour Negril Beach & Ricks Cafe

Negril Tour guarantees the best and most anticipated tour journey, taking on some of the top destination spots such as Margaritaville and Ricks Cafe. Pearly...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (56)

from
$93

Larimar mine, ALL INCLUSIVE experience, from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up …More

5.0 (3)

Larimar mine, ALL INCLUSIVE experience, from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$93

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what …More

Choc, St Lucia

5.0 (8)

Ride & Beach Lime Tour

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$93

Lethe River Bamboo Rafting and limestone Foot Massage

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap …More

Montego Bay, Jamaica

4.8 (25)

Lethe River Bamboo Rafting and limestone Foot Massage

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap...

3 to 5 hours Hotel pickup offered Free Cancellation

4.8 (25)

from
$92

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the …More

Montego Bay, Jamaica

4.0 (1)

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$92

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the …More

4.9 (11)

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$92

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the …More

Runaway Bay, Jamaica

5.0 (5)

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$92

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?