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 →

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are …More

5.0 (10)

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are...

4 hours Free Cancellation

5.0 (10)

from
$120

Private Blue Hole and Dunn's River Falls Tour from Montego Bay

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just …More

Montego Bay, Jamaica

4.9 (10)

Private Blue Hole and Dunn's River Falls Tour from Montego Bay

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just...

10 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$135

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road …More

Rincón, Puerto Rico

5.0 (10)

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road...

2 hours Free Cancellation

5.0 (10)

from
$108

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to …More

Punta Cana, Dominican Republic

5.0 (10)

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$1,490

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch …More

Negril, Jamaica

5.0 (10)

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$170

Private Montego Bay Shopping Tour with Transportation

Find the perfect gift/souvenir while vacationing jamaica. On this tour, you can visit souvenir shops, shopping malls, and the Hip Strip in just a few …More

Montego Bay, Jamaica

4.9 (10)

Private Montego Bay Shopping Tour with Transportation

Find the perfect gift/souvenir while vacationing jamaica. On this tour, you can visit souvenir shops, shopping malls, and the Hip Strip in just a few...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$26

Private Bahamas Boat Fishing and Turtle Snorkeling Tour

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even …More

4.8 (10)

Private Bahamas Boat Fishing and Turtle Snorkeling Tour

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even...

4 hours Free Cancellation

4.8 (10)

from
$2,200

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and …More

Montego Bay, Jamaica

5.0 (10)

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and...

8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$180

Pirates and Beach Tour with Detention Tours

Feeling safe and comfortable is one of my priorities for person's booking with Detention Tours. Travelling to Wallilabou visitors will be amazed by breathtaking views …More

Kingstown, St Vincent and the Grenadines

4.9 (10)

Pirates and Beach Tour with Detention Tours

Feeling safe and comfortable is one of my priorities for person's booking with Detention Tours. Travelling to Wallilabou visitors will be amazed by breathtaking views...

2 to 4 hours Free Cancellation

4.9 (10)

from
$60

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
$83

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by …More

Montego Bay, Jamaica

4.9 (10)

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by...

4 hours Hotel pickup offered

4.9 (10)

from
$75

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the …More

5.0 (10)

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the...

2 hours Hotel pickup offered

5.0 (10)

from
$85

Private Tour in Buggy Punta Cana : Caves, Beaches and Organic Estate

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave …More

Punta Cana, Dominican Republic

4.9 (10)

Private Tour in Buggy Punta Cana : Caves, Beaches and Organic Estate

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (10)

from
$200

Be Happy - Full Day Private Catamaran Cruise - St Maarten

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can …More

5.0 (9)

Be Happy - Full Day Private Catamaran Cruise - St Maarten

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can...

8 hours Free Cancellation

5.0 (9)

from
$235

Bamboo Rafting and Rick's Café Experience from Montego Bay

Bamboo Rafting and Rick’s Café Adventure Drift along a serene river on a handcrafted bamboo raft, guided by an expert who shares local insights. Enjoy …More

Falmouth, Jamaica

5.0 (9)

Bamboo Rafting and Rick's Café Experience from Montego Bay

Bamboo Rafting and Rick’s Café Adventure Drift along a serene river on a handcrafted bamboo raft, guided by an expert who shares local insights. Enjoy...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$114

El Yunque Rainforest Full Day Private Tour

Because this is a private tour, everything is up to you. You can chose where you want to go, how long you want to stay …More

5.0 (9)

El Yunque Rainforest Full Day Private Tour

Because this is a private tour, everything is up to you. You can chose where you want to go, how long you want to stay...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$208

Sand n Saddle Horseback Ride & Swim Tour from Falmouth

A truly fun and memorable equestrian experience for the whole family! Your Sand N Saddle horseback adventure along the scenic countryside and in the Caribbean …More

Falmouth, Jamaica

5.0 (9)

Sand n Saddle Horseback Ride & Swim Tour from Falmouth

A truly fun and memorable equestrian experience for the whole family! Your Sand N Saddle horseback adventure along the scenic countryside and in the Caribbean...

3 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$267

Aruba Element Private Boat Charter (L-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat …More

Palm - Eagle Beach, Aruba

5.0 (9)

Aruba Element Private Boat Charter (L-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat...

3 hours Free Cancellation

5.0 (9)

from
$769

1/2 Day Private Catamaran out of Soufriere

Designed for those who want to move at their own pace and see the West Coast of St. Lucia. This half day coastal cruise allows …More

Soufriere, St Lucia

4.9 (9)

1/2 Day Private Catamaran out of Soufriere

Designed for those who want to move at their own pace and see the West Coast of St. Lucia. This half day coastal cruise allows...

4 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$2,340

Rose Hall Haunted Great House Night Tour from Montego Bay

If you're looking for something to do in Montego Bay, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as …More

Montego Bay, Jamaica

5.0 (9)

Rose Hall Haunted Great House Night Tour from Montego Bay

If you're looking for something to do in Montego Bay, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as...

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$76

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?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?