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 →

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving …More

Montego Bay, Jamaica

4.9 (29)

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$220

Create-Your-Own Luxury Adventure in Nassau with photographer

Embrace the crystal‑clear turquoise waters of Nassau on our private adventure. Designed for travelers who want freedom, fun, and unforgettable island vibes. Choose your stops, …More

Nassau, Bahamas

4.9 (29)

Create-Your-Own Luxury Adventure in Nassau with photographer

Embrace the crystal‑clear turquoise waters of Nassau on our private adventure. Designed for travelers who want freedom, fun, and unforgettable island vibes. Choose your stops,...

4 hours Free Cancellation

4.9 (29)

from
$1,600

Trip to Soufiere: Volcano, Twin Pitons, Waterfall, Mud Bath & Botanical Garden

Enjoy an unforgettable tour of the island which includes: Volcano, mud bath, pitons, waterfall, etc. …More

Cap Estate, St Lucia

4.9 (29)

Trip to Soufiere: Volcano, Twin Pitons, Waterfall, Mud Bath & Botanical Garden

Enjoy an unforgettable tour of the island which includes: Volcano, mud bath, pitons, waterfall, etc....

5 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$109

Montego Bay Highlights Tour from Montego Bay

Immerse yourself in the vibrant culture and hospitality of the Jamaican people as we explore the charming residential communities and witness the authentic lifestyle of …More

Montego Bay, Jamaica

5.0 (29)

Montego Bay Highlights Tour from Montego Bay

Immerse yourself in the vibrant culture and hospitality of the Jamaican people as we explore the charming residential communities and witness the authentic lifestyle of...

4 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$45

Martha Brae Bamboo Rafting Tranquil Peace Of Mind

Start your journey from any Hotels in Montego Bay hotel, and make your time on the Island of Jamaica the most memorable. Leave all your …More

Trelawny, Jamaica

5.0 (29)

Martha Brae Bamboo Rafting Tranquil Peace Of Mind

Start your journey from any Hotels in Montego Bay hotel, and make your time on the Island of Jamaica the most memorable. Leave all your...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$117

Private Bamboo Rafting and Limestone Massage In Montego Bay

Escape the confines of your hotel resort and come experience the true beauty and uniqueness of the island of Jamaica. This is a must do …More

Lucea, Jamaica

4.9 (29)

Private Bamboo Rafting and Limestone Massage In Montego Bay

Escape the confines of your hotel resort and come experience the true beauty and uniqueness of the island of Jamaica. This is a must do...

1 to 4 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$55

Private Tour From Montego Bay To Negril and Ricks Cafe

Island Life Tours Jamaica provides professional, hassle free tours to Negril from Montego Bay with knowledgeable, certified guides. This tour captures, relaxion, beautiful scenery, entertainment, …More

Montego Bay, Jamaica

5.0 (29)

Private Tour From Montego Bay To Negril and Ricks Cafe

Island Life Tours Jamaica provides professional, hassle free tours to Negril from Montego Bay with knowledgeable, certified guides. This tour captures, relaxion, beautiful scenery, entertainment,...

7 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$200

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides …More

4.9 (29)

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides...

3 hours Free Cancellation

4.9 (29)

from
$800

Kayak Tour at Mangel Halto and Spanish Lagoon

Kayaking is one of the best ways to experience the Mangel Halto coastline. With kayaking you can go to places that are very nice and …More

4.8 (29)

Kayak Tour at Mangel Halto and Spanish Lagoon

Kayaking is one of the best ways to experience the Mangel Halto coastline. With kayaking you can go to places that are very nice and...

2 hours Free Cancellation

4.8 (29)

from
$95

Guided boat and bus tours to the islands best attractions: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo …More

Grand Cayman, Cayman Islands

4.9 (29)

Get Anchored

Guided boat and bus tours to the islands best attractions: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$800

Providenciales Private Boat Tour: Snorkeling & Island Hopping

Your own boat, a local crew, and four hours to enjoy Turks and Caicos from the water. Depart from Providenciales for a private half-day charter …More

5.0 (28)

Providenciales Private Boat Tour: Snorkeling & Island Hopping

Your own boat, a local crew, and four hours to enjoy Turks and Caicos from the water. Depart from Providenciales for a private half-day charter...

4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$151

Icacos And Palomino Private Boat Tour From Fajardo

Embark on an extraordinary journey to the captivating shores of Icacos and Palomino aboard luxurious Boston Whaler Outrage 37'. Safety, convenience, and comfort are at …More

Fajardo, Puerto Rico

4.9 (28)

Icacos And Palomino Private Boat Tour From Fajardo

Embark on an extraordinary journey to the captivating shores of Icacos and Palomino aboard luxurious Boston Whaler Outrage 37'. Safety, convenience, and comfort are at...

4 to 7 hours Free Cancellation

4.9 (28)

from
$239

Private Aruba Beach Hop and Snorkel Experience

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins …More

4.9 (28)

Private Aruba Beach Hop and Snorkel Experience

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins...

4 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$480

4 hours Tour in La Parguera Private Boat Charter

Private & Personalized Experience: Unlike crowded group tours, this is a private trip just for you and your guests (up to 6 people), offering a …More

5.0 (28)

4 hours Tour in La Parguera Private Boat Charter

Private & Personalized Experience: Unlike crowded group tours, this is a private trip just for you and your guests (up to 6 people), offering a...

4 hours Free Cancellation

5.0 (28)

from
$72

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop …More

Montego Bay, Jamaica

4.9 (28)

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$180

Private & Exclusive Historic Old and New San Juan Tours

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city. …More

5.0 (28)

Private & Exclusive Historic Old and New San Juan Tours

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city....

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$156

Discover Soufriere on your terms with our 6-hour private tour, exclusively for groups of 4+ adults. Craft your ideal itinerary, exploring the attractions that pique …More

Soufriere, St Lucia

5.0 (28)

Private Customized Soufriere Tour

Discover Soufriere on your terms with our 6-hour private tour, exclusively for groups of 4+ adults. Craft your ideal itinerary, exploring the attractions that pique...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$120

Private River Bamboo Raft with Limestone Foot Massage in Montego Bay

Enjoy a ROMANTIC or FUN FILLED BAMBOO RAFT FLOAT on a 30ft Bamboo Raft down the Lethe River. Relax and have A LIMESTONE FOOT MASSAGE …More

Montego Bay, Jamaica

4.8 (28)

Private River Bamboo Raft with Limestone Foot Massage in Montego Bay

Enjoy a ROMANTIC or FUN FILLED BAMBOO RAFT FLOAT on a 30ft Bamboo Raft down the Lethe River. Relax and have A LIMESTONE FOOT MASSAGE...

3 to 5 hours Hotel pickup offered Free Cancellation

4.8 (28)

from
$124

On this half-day tour, we would be visiting 4 of the island’s top attractions. The chocolate museum, (where you can get a history of the …More

St. George's, Grenada

4.8 (28)

Half Day Private Tour in Grenada

On this half-day tour, we would be visiting 4 of the island’s top attractions. The chocolate museum, (where you can get a history of the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (28)

from
$160

WATERFALLS Adv/EXCLUSIVE PRIVATE TOUR- AMBER COVE/TAINO BAY.

Our priorities are; you to have a lot of fun, keep a lot souvenirs and never forget that day ! Also we would like you …More

Puerto Plata, Dominican Republic

5.0 (28)

WATERFALLS Adv/EXCLUSIVE PRIVATE TOUR- AMBER COVE/TAINO BAY.

Our priorities are; you to have a lot of fun, keep a lot souvenirs and never forget that day ! Also we would like you...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$360

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?