Top Caribbean Private Sightseeing Tours

Q: 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: Luminous Lagoon Tour from Montego Bay Dunns River Falls Private Tour with Transportation + Ticket Negril Beach Experience and Rick's Café Combo Tour Negril Ocho Rios Water Action Package (Blue Hole, Tubing & Dunns River) Snorkeling and Tubing in Montego Bay with Transportation

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour 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 →

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate …More

5.0 (1)

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate...

3 hours Free Cancellation

5.0 (1)

from
$350

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and …More

Kingston, Jamaica

5.0 (6)

Dirt Bike Tours

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$350

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local …More

Luquillo, Puerto Rico

5.0 (1)

San Juan Highlights Private Guided Tour

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$350

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the …More

Negril, Jamaica

5.0 (3)

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$350

[PRIVATE] YS Falls, Black River, Pelican Bar - Entrance & Lunch

Explore the south coast of Jamaica on this private, full-day tour. Experience a once-in-a-lifetime adventure to the Black River, YS Falls, and the Pelican Bar. …More

Montego Bay, Jamaica

5.0 (7)

[PRIVATE] YS Falls, Black River, Pelican Bar - Entrance & Lunch

Explore the south coast of Jamaica on this private, full-day tour. Experience a once-in-a-lifetime adventure to the Black River, YS Falls, and the Pelican Bar....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$357

This private Aruba shore excursion offers a chance to explore the island’s top highlights, from its vibrant city to its beautiful countryside. Admire Aruba’s natural …More

4.9 (50)

Aruba Private Full Island Tour

This private Aruba shore excursion offers a chance to explore the island’s top highlights, from its vibrant city to its beautiful countryside. Admire Aruba’s natural...

4 hours Hotel pickup offered Free Cancellation

4.9 (50)

from
$360

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

As all of you fly fishermen know, salt water fly fishing is the fastest growing sport in the world. So if you are interested in …More

4.9 (13)

Fly Fishing Tour

As all of you fly fishermen know, salt water fly fishing is the fastest growing sport in the world. So if you are interested in...

3 hours 30 minutes Hotel pickup offered

4.9 (13)

from
$360

Private Custom St Maarten Nightlife Tour

Are you looking for an unforgettable night in St. Maarten? Uncomplicated fun, a relaxing or exciting evening? We will arrange the best possible night for …More

Grand Case, St Maarten

4.0 (1)

Private Custom St Maarten Nightlife Tour

Are you looking for an unforgettable night in St. Maarten? Uncomplicated fun, a relaxing or exciting evening? We will arrange the best possible night for...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$360

Experience our Blue Mountain Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make your way to …More

Ocho Rios, Jamaica

Blue Mountain Private Tour in Jamaica

Experience our Blue Mountain Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make your way to...

9 hours Hotel pickup offered Free Cancellation

from
$367

2 hour private boat tour - Spanish Waters, Swim Stop & Boarding

Join us on board! We are a small family business. Personalized service is very important to us; therefore our trips are operated in small groups. …More

5.0 (45)

2 hour private boat tour - Spanish Waters, Swim Stop & Boarding

Join us on board! We are a small family business. Personalized service is very important to us; therefore our trips are operated in small groups....

2 hours Free Cancellation

5.0 (45)

from
$375

Willemstad Culinary Adventure: Private 3-Hour Foodie Tour

Experience Curacao with all the five senses savoring its unique cuisine at three personally and carefully chosen restaurants in historical Willemstad. At each restaurant there …More

5.0 (10)

Willemstad Culinary Adventure: Private 3-Hour Foodie Tour

Experience Curacao with all the five senses savoring its unique cuisine at three personally and carefully chosen restaurants in historical Willemstad. At each restaurant there...

3 hours Free Cancellation

5.0 (10)

from
$375

3 Hour Jet ski Adventure Swim with Rays and More

Explore the Cayman Islands on a fun and exciting jet ski tour you'll be able to enjoy swimming with the Stingrays, snorkel with marine life, …More

Grand Cayman, Cayman Islands

4.6 (9)

3 Hour Jet ski Adventure Swim with Rays and More

Explore the Cayman Islands on a fun and exciting jet ski tour you'll be able to enjoy swimming with the Stingrays, snorkel with marine life,...

3 hours Free Cancellation

4.6 (9)

from
$375

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$380

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different. …More

Speyside, Trinidad and Tobago

5.0 (12)

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different....

1 day Hotel pickup offered Free Cancellation

5.0 (12)

from
$383

Private Open-Air Jeep Tour to Hidden Beaches in St. Thomas

This is a fully private Jeep experience—never shared with strangers—designed for travelers who want to see the real St. Thomas, not just the typical tour …More

5.0 (204)

Private Open-Air Jeep Tour to Hidden Beaches in St. Thomas

This is a fully private Jeep experience—never shared with strangers—designed for travelers who want to see the real St. Thomas, not just the typical tour...

4 hours Hotel pickup offered Free Cancellation

5.0 (204)

from
$385

Private San Juan Bay Boat Sunset-Night Cruise

Enjoy an unforgettable experience in our unique private boat ride at the bay of San Juan. You will have the opportunity to know some history …More

5.0 (82)

Private San Juan Bay Boat Sunset-Night Cruise

Enjoy an unforgettable experience in our unique private boat ride at the bay of San Juan. You will have the opportunity to know some history...

1 hour 30 minutes Free Cancellation

5.0 (82)

from
$389

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your …More

Private Scuba Diving Tour in San Juan

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your...

3 hours 30 minutes Hotel pickup offered Free Cancellation

from
$389

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan …More

4.8 (103)

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan...

5 hours Hotel pickup offered Free Cancellation

4.8 (103)

from
$390

Luc’s Private Group Bonaire Open Bus Tour

Book your own private tour in a great Caribbean Open Bus and discover the best that Bonaire has to offer. Up to 10 participants - …More

Kralendijk, Bonaire

4.9 (163)

Luc’s Private Group Bonaire Open Bus Tour

Book your own private tour in a great Caribbean Open Bus and discover the best that Bonaire has to offer. Up to 10 participants -...

3 hours Free Cancellation

4.9 (163)

from
$390

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?