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: Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport St Thomas Full Day Private Tour (1-10 PPL) Private Half-Day Guided Snorkeling Charter in St. Thomas Coral Sunset Sail with 3 Course Dinner in Aruba Rockland Bird Sanctuary Private Tour

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 →

Half-Day Tour: Ron Barceló Factory Experience from Santo Domingo

Join the Ron Barceló Historic Center tour from Santo Domingo for a unique cultural immersion. This round-trip tour takes you to the renowned Ron Barceló …More

Santo Domingo, Dominican Republic

3.4 (5)

Half-Day Tour: Ron Barceló Factory Experience from Santo Domingo

Join the Ron Barceló Historic Center tour from Santo Domingo for a unique cultural immersion. This round-trip tour takes you to the renowned Ron Barceló...

4 to 5 hours Hotel pickup offered Free Cancellation

3.4 (5)

from
$80

Puerto Plata Adventure C: Buggy Perfect for couples, families, and groups looking for fun and adrenaline. ✔️ Two people can share one buggy for the …More

Cabarete, Dominican Republic

5.0 (1)

Buggie & atv adventure Jungle Adventure

Puerto Plata Adventure C: Buggy Perfect for couples, families, and groups looking for fun and adrenaline. ✔️ Two people can share one buggy for the...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Montego Bay: Half-Day Blue Hole and Horseback Riding Tour

This excursion allows travellers to be one with the tour itself. Commute and understand the total concept of exploring Jamaica is paramount. Travelers will be …More

Montego Bay, Jamaica

4.8 (24)

Montego Bay: Half-Day Blue Hole and Horseback Riding Tour

This excursion allows travellers to be one with the tour itself. Commute and understand the total concept of exploring Jamaica is paramount. Travelers will be...

4 hours Hotel pickup offered Free Cancellation

4.8 (24)

from
$80

Private Tour from Falmouth to Ocho Rios Blue Hole and Tubing

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as you leave your hotel or cruise ship as your driver greet you with a smile and …More

Trelawny, Jamaica

4.8 (17)

Private Tour from Falmouth to Ocho Rios Blue Hole and Tubing

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as you leave your hotel or cruise ship as your driver greet you with a smile and...

5 to 10 hours Hotel pickup offered Free Cancellation

4.8 (17)

from
$80

Customers get to have a more personal or one on one experience on this tour. They will have a dedicated vehicle with driver/guide at all …More

Kingston, Jamaica

4.7 (20)

Private Ocho Rios highlight tour

Customers get to have a more personal or one on one experience on this tour. They will have a dedicated vehicle with driver/guide at all...

4 hours Hotel pickup offered Free Cancellation

4.7 (20)

from
$80

Bamboo River Rafting with {limestone massage} & Ricks Cafe

Enjoy every minute of this Amazing experience, start your vacation of the right way with our Lethe Rafting with limestone massage & Ricks Cafe . …More

Montego Bay, Jamaica

4.6 (15)

Bamboo River Rafting with {limestone massage} & Ricks Cafe

Enjoy every minute of this Amazing experience, start your vacation of the right way with our Lethe Rafting with limestone massage & Ricks Cafe ....

6 to 7 hours Hotel pickup offered Free Cancellation

4.6 (15)

from
$80

Horseback riding tour buy the beach or countryside port silver

What Makes Our Beach Horseback Riding Tour Unique? 1. Personalized service: You’re not just another tourist. Our friendly guides take the time to connect with …More

Puerto Plata, Dominican Republic

4.6 (13)

Horseback riding tour buy the beach or countryside port silver

What Makes Our Beach Horseback Riding Tour Unique? 1. Personalized service: You’re not just another tourist. Our friendly guides take the time to connect with...

3 hours Hotel pickup offered Free Cancellation

4.6 (13)

from
$80

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel or …More

Trelawny, Jamaica

5.0 (10)

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel or...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$80

Witness the sunset over the Caribbean Sea on a private evening cruise, perfect for a romantic outing or a gathering with family and friends. Savor …More

Rodney Bay, St Lucia

5.0 (9)

Private Sunset Cruise in St. Lucia

Witness the sunset over the Caribbean Sea on a private evening cruise, perfect for a romantic outing or a gathering with family and friends. Savor...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$80

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t …More

Montego Bay, Jamaica

4.9 (13)

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t...

2 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$80

Morning Private Party Boat with Water Slide Open Bar and BBQ

Get on board on this 3-hour party cruise along the Dominican East Coast in a brand new pink boat with a gated water slide! The …More

Punta Cana, Dominican Republic

4.5 (10)

Morning Private Party Boat with Water Slide Open Bar and BBQ

Get on board on this 3-hour party cruise along the Dominican East Coast in a brand new pink boat with a gated water slide! The...

4 to 5 hours Hotel pickup offered

4.5 (10)

from
$80

Travelers who books this tour are guaranteed a dedicated driver/ guide for the duration of their excursion. They have the flexibility and freedom to do …More

Kingston, Jamaica

5.0 (2)

Private Blue Hole adventure

Travelers who books this tour are guaranteed a dedicated driver/ guide for the duration of their excursion. They have the flexibility and freedom to do...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$80

Jetski with Bamboo Rafting with limestone

Ready for the perfect mix of thrill and tranquility? Our exclusive jet ski and bamboo rafting combo takes you on a one-of-a-kind adventure that few …More

Lucea, Jamaica

5.0 (7)

Jetski with Bamboo Rafting with limestone

Ready for the perfect mix of thrill and tranquility? Our exclusive jet ski and bamboo rafting combo takes you on a one-of-a-kind adventure that few...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$80

Private Bamboo Rafting with Limestone Massage in Mobay

Escape to the tranquil countryside of Jamaica, indulge in limestone massages, hydrate with fresh coconut water and taste the sweetness of sugar cane. Limestone has …More

Montego Bay, Jamaica

5.0 (3)

Private Bamboo Rafting with Limestone Massage in Mobay

Escape to the tranquil countryside of Jamaica, indulge in limestone massages, hydrate with fresh coconut water and taste the sweetness of sugar cane. Limestone has...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$80

Dunns River Water Falls Combo Options (Private Tour)

This water falls is the most famous and most talked about in Jamaica, beautiful scenery you climb the falls and also you can swim in …More

Runaway Bay, Jamaica

5.0 (2)

Dunns River Water Falls Combo Options (Private Tour)

This water falls is the most famous and most talked about in Jamaica, beautiful scenery you climb the falls and also you can swim in...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$80

27/27 Lounge, Pier 1 & Margaritaville Nightlife Tour In Jamaica

Experience Montego Bay’s Electrifying Nightlife! Get ready for an unforgettable night in Montego Bay, where the energy is high, the music is infectious, and the …More

Montego Bay, Jamaica

4.5 (6)

27/27 Lounge, Pier 1 & Margaritaville Nightlife Tour In Jamaica

Experience Montego Bay’s Electrifying Nightlife! Get ready for an unforgettable night in Montego Bay, where the energy is high, the music is infectious, and the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.5 (6)

from
$80

Horseback Riding, ATV & Blue Hole (Land & Sea) from Falmouth

This tour takes you through the local communities and villages of rural Jamaica and then you cool down in the beach during a swim with …More

Runaway Bay, Jamaica

5.0 (3)

Horseback Riding, ATV & Blue Hole (Land & Sea) from Falmouth

This tour takes you through the local communities and villages of rural Jamaica and then you cool down in the beach during a swim with...

1 hour Hotel pickup offered Free Cancellation

5.0 (3)

from
$80

Montego Bay : city sightseeing hop on and hop off bus

Once you book with us here at Suncity adventures we go above and beyond to make you feel welcome. We offer all our clients a …More

Falmouth, Jamaica

5.0 (4)

Montego Bay : city sightseeing hop on and hop off bus

Once you book with us here at Suncity adventures we go above and beyond to make you feel welcome. We offer all our clients a...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$80

City Tour Atlantis Bahamar Surrounding Hotels

I am thrilled to be embarking on this journey with you and exploring the beauty of the Bahamas together. You can count on me to …More

Nassau, Bahamas

5.0 (3)

City Tour Atlantis Bahamar Surrounding Hotels

I am thrilled to be embarking on this journey with you and exploring the beauty of the Bahamas together. You can count on me to...

45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$80

Martha Brae River Rafting And Luminous Lagoon Tour In Falmouth

Discover two of Jamaica’s most enchanting experiences in one unforgettable tour! Your adventure begins with a tranquil bamboo rafting trip down the Martha Brae River, …More

Montego Bay, Jamaica

5.0 (3)

Martha Brae River Rafting And Luminous Lagoon Tour In Falmouth

Discover two of Jamaica’s most enchanting experiences in one unforgettable tour! Your adventure begins with a tranquil bamboo rafting trip down the Martha Brae River,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$80

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?