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 →

Get Bahamianized with our combination of History and Authentic Bahamian tasters over a 3 - 4 hour period. Accompanied by your personal Tour Guide in …More

4.6 (10)

Taste the Real NASSAU flavours

Get Bahamianized with our combination of History and Authentic Bahamian tasters over a 3 - 4 hour period. Accompanied by your personal Tour Guide in...

3 hours Free Cancellation

4.6 (10)

from
$100

Great River Rafting With Limestone Massage From Montego Bay

Basically this completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and sightseeing tour With a certified guide you can …More

Montego Bay, Jamaica

5.0 (6)

Great River Rafting With Limestone Massage From Montego Bay

Basically this completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and sightseeing tour With a certified guide you can...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$100

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken …More

St. George's, Grenada

5.0 (5)

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$100

Glass Boat Mangrove Tour Grand Turk Island

This North Creek mangrove tour is unique because it blends history, ecology, and innovation into one experience: • Clear-bottom boat view – Guests see marine …More

4.5 (11)

Glass Boat Mangrove Tour Grand Turk Island

This North Creek mangrove tour is unique because it blends history, ecology, and innovation into one experience: • Clear-bottom boat view – Guests see marine...

1 to 2 hours Free Cancellation

4.5 (11)

from
$100

Beautiful Sunset Tour at the Rick's Cafe in Negril

We live to impress our customers with every opportunity given. We give world class product and service to the Rick's Cafe in Negril, dolphin cove …More

Lucea, Jamaica

5.0 (8)

Beautiful Sunset Tour at the Rick's Cafe in Negril

We live to impress our customers with every opportunity given. We give world class product and service to the Rick's Cafe in Negril, dolphin cove...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$100

Experience high-speed excitement on a WaveRunner Jet Ski adventure in Montego Bay. Choose from a 30-minute or full-hour rental, whether you want to ride solo …More

Montego Bay, Jamaica

4.8 (5)

Jet Ski in Montego Bay

Experience high-speed excitement on a WaveRunner Jet Ski adventure in Montego Bay. Choose from a 30-minute or full-hour rental, whether you want to ride solo...

35 minutes Hotel pickup offered Free Cancellation

4.8 (5)

from
$100

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

5.0 (9)

Blue Hole Secret Falls Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$100

Private Photoshoots on Punta Cana Beaches w/ Transportation

An Island Style Photoshoot! As your professional photographer(s) in Punta Cana, we'll guide you to the best vantage points throughout the beaches that'll leave you …More

5.0 (2)

Private Photoshoots on Punta Cana Beaches w/ Transportation

An Island Style Photoshoot! As your professional photographer(s) in Punta Cana, we'll guide you to the best vantage points throughout the beaches that'll leave you...

60 to 90 minutes Hotel pickup offered

5.0 (2)

from
$100

This all-day private tour is full of adventure, with hiking, hidden beaches and rivers. Typical itinerary includes stops at: Las Croabas, Fajardo, Las Paylas, Luquillo, …More

5.0 (2)

Private Guided Tour in Puerto Rico

This all-day private tour is full of adventure, with hiking, hidden beaches and rivers. Typical itinerary includes stops at: Las Croabas, Fajardo, Las Paylas, Luquillo,...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Private Dunn’s River Falls Experience + Blue Hole Secret falls

Flickystourja provides travelers with the perfect experience of a life time in Jamaica. Island Gully Falls is our first stop also known as the "Blue …More

Montego Bay, Jamaica

5.0 (2)

Private Dunn’s River Falls Experience + Blue Hole Secret falls

Flickystourja provides travelers with the perfect experience of a life time in Jamaica. Island Gully Falls is our first stop also known as the "Blue...

1 hour 50 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Half Day Blue Hole Secret Falls Tour From Falmouth Trelawny

Embark on an unforgettable adventure with "Blue Hole Secret Falls Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica as …More

Falmouth, Jamaica

5.0 (3)

Half Day Blue Hole Secret Falls Tour From Falmouth Trelawny

Embark on an unforgettable adventure with "Blue Hole Secret Falls Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica as...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

Private Dunn's River Falls Adventure from Montego Bay

Dunn’s River Falls is one of Jamaica’s national treasures. Globally, it is as well-known as reggae and equally stimulating. There are few places where the …More

Trelawny, Jamaica

5.0 (4)

Private Dunn's River Falls Adventure from Montego Bay

Dunn’s River Falls is one of Jamaica’s national treasures. Globally, it is as well-known as reggae and equally stimulating. There are few places where the...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$100

Bob Marley's Birth Place( NINE MILE )Tour

Enjoy this day trip to Nine Miles, St. Ann to visit the birth and resting place of the late reggae legend, Bob Marley. At 3,000 …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birth Place( NINE MILE )Tour

Enjoy this day trip to Nine Miles, St. Ann to visit the birth and resting place of the late reggae legend, Bob Marley. At 3,000...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Flavors of Bonaire, Local Snacks/Pub Tour

Join us for an unforgettable Food & Drink journey through the town of Kralendijk. This local food and drink tour will take you off the …More

5.0 (3)

Flavors of Bonaire, Local Snacks/Pub Tour

Join us for an unforgettable Food & Drink journey through the town of Kralendijk. This local food and drink tour will take you off the...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

Negril Seven Miles Beach And Ricks Cafe Tour

This is a great experience where travelers relaxes on a white sand blue watered beach, capturing amazing photos of the sunset at the ricks cafe …More

Montego Bay, Jamaica

5.0 (4)

Negril Seven Miles Beach And Ricks Cafe Tour

This is a great experience where travelers relaxes on a white sand blue watered beach, capturing amazing photos of the sunset at the ricks cafe...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$100

Old San Juan and Pinones Private Sightseeing

Traveling to your destination becomes seamless with our personalized chauffeur. Expect punctuality and professionalism as your dedicated chauffeurs ensure a smooth journey tailored just for …More

5.0 (2)

Old San Juan and Pinones Private Sightseeing

Traveling to your destination becomes seamless with our personalized chauffeur. Expect punctuality and professionalism as your dedicated chauffeurs ensure a smooth journey tailored just for...

4 to 5 hours Free Cancellation

5.0 (2)

from
$100

Puerto Plata: Monkey Tour, Fortress and Historic Center

Improve your product even further. Meet our highest quality standards so that your product is optimized and receives the excellence badge. Request feedback from travelers …More

Puerto Plata, Dominican Republic

5.0 (2)

Puerto Plata: Monkey Tour, Fortress and Historic Center

Improve your product even further. Meet our highest quality standards so that your product is optimized and receives the excellence badge. Request feedback from travelers...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Airport transportation to hotel or Airbnb Or Hotel or Airbnb transportation to Airport Transportation 7seat minivan Luggage van required We can also make arrangements for …More

Nassau, Bahamas

5.0 (1)

Airport Transportation

Airport transportation to hotel or Airbnb Or Hotel or Airbnb transportation to Airport Transportation 7seat minivan Luggage van required We can also make arrangements for...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

If you love to have fun and a good adventure then this tour is the right choice for you so look no further. It's more …More

Montego Bay, Jamaica

5.0 (1)

Private Vacation Photoshoot in Montego Bay,Jamaica

If you love to have fun and a good adventure then this tour is the right choice for you so look no further. It's more...

1 hour Free Cancellation

5.0 (1)

from
$100

Luminous Lagoon and Rose Hall (optional)

Luminous Lagoon is an evening boat ride tour. At night the lagoon sparkles and glistens when disturbed. The tour guide will give an extensive explanation …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon and Rose Hall (optional)

Luminous Lagoon is an evening boat ride tour. At night the lagoon sparkles and glistens when disturbed. The tour guide will give an extensive explanation...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

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?