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 →

YS Falls, Black River Safari, and Floyd's Pelican Bar Day-Trip (Transportation)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its …More

Montego Bay, Jamaica

4.9 (17)

YS Falls, Black River Safari, and Floyd's Pelican Bar Day-Trip (Transportation)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$67

Port Of Spain Private Walking Tour With A Guide (Private tour)

Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to …More

5.0 (2)

Port Of Spain Private Walking Tour With A Guide (Private tour)

Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$67

Rodney Bay Food tour by LUCIAN FOOD TOURS is the ONE & ONLY walking tour in Rodney Bay. Rodney Bay is a great place for …More

5.0 (109)

Rodney Bay Food Tour by LUCIAN FOOD TOURS

Rodney Bay Food tour by LUCIAN FOOD TOURS is the ONE & ONLY walking tour in Rodney Bay. Rodney Bay is a great place for...

2 to 3 hours Free Cancellation

5.0 (109)

from
$67

Bonaire Private South Tour & Sorobon Beach with a Local Guide

See Bonaire’s famous southern sights, then unwind at stunning Sorobon Beach, with return pickup included at no extra cost! This fully private tour combines island …More

Kralendijk, Bonaire

4.7 (25)

Bonaire Private South Tour & Sorobon Beach with a Local Guide

See Bonaire’s famous southern sights, then unwind at stunning Sorobon Beach, with return pickup included at no extra cost! This fully private tour combines island...

2 to 5 hours Hotel pickup offered Free Cancellation

4.7 (25)

from
$67

Bamboo Rafting & Limestone Foot Massage on the River

Embark on a captivating bamboo river rafting adventure at Lethe, Jamaica, where nature, culture, and relaxation blend effortlessly. This unforgettable experience takes you down the …More

Montego Bay, Jamaica

4.9 (17)

Bamboo Rafting & Limestone Foot Massage on the River

Embark on a captivating bamboo river rafting adventure at Lethe, Jamaica, where nature, culture, and relaxation blend effortlessly. This unforgettable experience takes you down the...

3 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$67

Unveil the magic of Antigua on an unforgettable journey that includes captivating attractions such as Betty’s Hope, Shirley Heights, and Nelson’s Dockyard. Begin your exploration …More

Five Islands Village, Antigua and Barbuda

4.8 (10)

Private Antigua Island Tour

Unveil the magic of Antigua on an unforgettable journey that includes captivating attractions such as Betty’s Hope, Shirley Heights, and Nelson’s Dockyard. Begin your exploration...

4 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$66

4 Hours Private Night Life Experience in Montego Bay

Ready for an unforgettable night out in Montego Bay? Book with us and let our team of experienced city natives guide you through the vibrant …More

Montego Bay, Jamaica

5.0 (1)

4 Hours Private Night Life Experience in Montego Bay

Ready for an unforgettable night out in Montego Bay? Book with us and let our team of experienced city natives guide you through the vibrant...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$66

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

Fantastic Day at Bamboo Blu Beachfront, Ocho Rios

Bamboo Blu's open-air restaurant & bar offers a unique blend of authentic tropical flavors with a selective stretch of food and drink options... on a …More

Ocho Rios, Jamaica

4.0 (6)

Fantastic Day at Bamboo Blu Beachfront, Ocho Rios

Bamboo Blu's open-air restaurant & bar offers a unique blend of authentic tropical flavors with a selective stretch of food and drink options... on a...

2 to 3 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$66

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

Guided Tour in the Colonial Zone of Santo Domingo

Explore the Colonial Zone on a 2- to 3-hour tour with our expert staff certified by the Ministry of Tourism. Includes entrance fees to the …More

4.8 (31)

Guided Tour in the Colonial Zone of Santo Domingo

Explore the Colonial Zone on a 2- to 3-hour tour with our expert staff certified by the Ministry of Tourism. Includes entrance fees to the...

3 hours Free Cancellation

4.8 (31)

from
$65

Private Tour in Puerto Plata and La Playa

On this tour we will be visiting the street of the umbrella, the fortress, the pink alley, we will also have a panoramic view of …More

Puerto Plata, Dominican Republic

4.8 (216)

Private Tour in Puerto Plata and La Playa

On this tour we will be visiting the street of the umbrella, the fortress, the pink alley, we will also have a panoramic view of...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (216)

from
$65

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican …More

Cabarete, Dominican Republic

4.9 (167)

Puerto Plata City Private Tour

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (167)

from
$65

Private 4 Hour Guided Historic Beach Tour

Your Private Four Hour Tour on ST. JOHN, UNITED STATES VIRGIN ISLANDS offers the best of both worlds. You get the history of St. John, …More

5.0 (182)

Private 4 Hour Guided Historic Beach Tour

Your Private Four Hour Tour on ST. JOHN, UNITED STATES VIRGIN ISLANDS offers the best of both worlds. You get the history of St. John,...

4 hours Free Cancellation

5.0 (182)

from
$65

National Park Beach Hop - Swim/Relax - Have Fun - Private Safari

As a private service, we cater to you and your party. This allows you the option to customize your day of beach hopping. Our drivers …More

5.0 (26)

National Park Beach Hop - Swim/Relax - Have Fun - Private Safari

As a private service, we cater to you and your party. This allows you the option to customize your day of beach hopping. Our drivers...

4 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$65

2-Hour TukTuk Rental with an Experienced Guide and Driver

Enjoy the service of your own private TukTuk vehicle, including an independent experienced chauffeur, available to take you on an exciting 2 hour sightseeing trip …More

Willemstad, Curacao

4.7 (256)

2-Hour TukTuk Rental with an Experienced Guide and Driver

Enjoy the service of your own private TukTuk vehicle, including an independent experienced chauffeur, available to take you on an exciting 2 hour sightseeing trip...

2 hours Hotel pickup offered Free Cancellation

4.7 (256)

from
$65

This tour is specifically designed for persons who visit St Lucia on a Cruise Ship with a day or so to explore the island. Visit …More

4.9 (52)

St Lucia Cruise Ship Excursion

This tour is specifically designed for persons who visit St Lucia on a Cruise Ship with a day or so to explore the island. Visit...

5 to 6 hours Free Cancellation

4.9 (52)

from
$65

Private Cultural Safari Higüey & Punta Cana (1⁄2 Day)

City Tour + Safari in Punta Cana e Higüey – Culture and Adventure in a Day Discover the most authentic side of the Dominican East …More

Punta Cana, Dominican Republic

5.0 (42)

Private Cultural Safari Higüey & Punta Cana (1⁄2 Day)

City Tour + Safari in Punta Cana e Higüey – Culture and Adventure in a Day Discover the most authentic side of the Dominican East...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$65

Puerto Plata Damajagua Waterfalls Tour with Lunch

Discover the Magic of Damajagua Waterfalls in a Semi- Private Tour (10 max) Begin your adventure with a scenic drive through lush green landscapes and …More

Cabarete, Dominican Republic

4.8 (58)

Puerto Plata Damajagua Waterfalls Tour with Lunch

Discover the Magic of Damajagua Waterfalls in a Semi- Private Tour (10 max) Begin your adventure with a scenic drive through lush green landscapes and...

4 to 5 hours Free Cancellation

4.8 (58)

from
$65

Sample mouth-watering local treats and delicacies as we take you on a food tasting journey that will move you through the Caribbean to Africa, Europe, …More

4.9 (21)

Food Tour- Taste of St.Lucia

Sample mouth-watering local treats and delicacies as we take you on a food tasting journey that will move you through the Caribbean to Africa, Europe,...

60 to 90 minutes Free Cancellation

4.9 (21)

from
$65

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

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?