Top Caribbean Private Sightseeing 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 →

Boogies & Polaris Aventura En Buggy en Punta Cana

Aventura Buggy & Polaris is undoubtedly the best adrenaline excursion you will experience in Punta Cana, you will tour the jungle and you will discover …More

3.0 (2)

Boogies & Polaris Aventura En Buggy en Punta Cana

Aventura Buggy & Polaris is undoubtedly the best adrenaline excursion you will experience in Punta Cana, you will tour the jungle and you will discover...

2 to 3 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$45

St Maarten/St Martin Private Island Tour

Discover the Best of St. Maarten on a Private Island Tour! Experience the beauty, culture, and charm of the Friendly Island with an unforgettable 3-hour …More

4.8 (52)

St Maarten/St Martin Private Island Tour

Discover the Best of St. Maarten on a Private Island Tour! Experience the beauty, culture, and charm of the Friendly Island with an unforgettable 3-hour...

3 hours Hotel pickup offered Free Cancellation

4.8 (52)

from
$45

Private Transport to River Tubing or Rafting and Blue Hole combo

The Blue Hole gets Its name from the surreal color of its water. The Blue Hole is also famous jumping into the stunning blue waters, …More

Kingston, Jamaica

5.0 (59)

Private Transport to River Tubing or Rafting and Blue Hole combo

The Blue Hole gets Its name from the surreal color of its water. The Blue Hole is also famous jumping into the stunning blue waters,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (59)

from
$45

If you want, you can buy some coffee and organic chocolate to take home right there. Followed we go to the city of Higüey, where …More

Punta Cana, Dominican Republic

4.9 (43)

Enjoy Our Tours Higuey City Cultural

If you want, you can buy some coffee and organic chocolate to take home right there. Followed we go to the city of Higüey, where...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$45

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies …More

Lucea, Jamaica

4.4 (55)

Bamboo Rafting With foot Massage

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies...

3 to 5 hours Hotel pickup offered Free Cancellation

4.4 (55)

from
$45

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the …More

Kingston, Jamaica

5.0 (6)

Rafting and Shopping from Riu Ocho Rios

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$45

Private Sightseeing in Fort Montagu with Crab and Seafood meal

We serve authentic Bahamian Cuisines, our Seafood and Land Crabs are locally Sourced. The vegetables, from the farm to the table. Drinks are all made …More

Nassau, Bahamas

4.4 (5)

Private Sightseeing in Fort Montagu with Crab and Seafood meal

We serve authentic Bahamian Cuisines, our Seafood and Land Crabs are locally Sourced. The vegetables, from the farm to the table. Drinks are all made...

2 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$45

Customized Bar Hopping Tours From Montego Bay Resorts

Visit some of the city’s most lively bars and indulge in wine and cocktails. Experience Jamaicas own Red Stripe Beer. Also chill with the locals …More

Montego Bay, Jamaica

5.0 (3)

Customized Bar Hopping Tours From Montego Bay Resorts

Visit some of the city’s most lively bars and indulge in wine and cocktails. Experience Jamaicas own Red Stripe Beer. Also chill with the locals...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

Custom COMBO to Mystic Mountain, Dunns River Falls & Blue Hole

Get the MOST out of your vacation to Jamaica with this Customizable DOUBLE OR TRIPLE COMBO! (Be sure to select the right options at checkout.) …More

Montego Bay, Jamaica

5.0 (4)

Custom COMBO to Mystic Mountain, Dunns River Falls & Blue Hole

Get the MOST out of your vacation to Jamaica with this Customizable DOUBLE OR TRIPLE COMBO! (Be sure to select the right options at checkout.)...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$45

This Negril tour is one of the most anticipated fun filled day out and journey of sight seeing. Taking on top destination spots such as …More

Montego Bay, Jamaica

5.0 (3)

Full Beach Day Negril Beach & Rick Cafe

This Negril tour is one of the most anticipated fun filled day out and journey of sight seeing. Taking on top destination spots such as...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

A moderate hike through a stunning tropical rainforest leads to the parrot lookout, where you could have the opportunity to view the endangered Vincentian Parrot. …More

Kingstown, St Vincent and the Grenadines

5.0 (3)

Vermont Nature Trail Hike

A moderate hike through a stunning tropical rainforest leads to the parrot lookout, where you could have the opportunity to view the endangered Vincentian Parrot....

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

Experience the calmer side of Jamaica on a relaxing cruise down the Martha Brae River. Sit back and relax on a bamboo raft, poled by …More

Montego Bay, Jamaica

5.0 (2)

Martha Brae Rafting and Luminous Lagoon from Montego Bay Jamaica

Experience the calmer side of Jamaica on a relaxing cruise down the Martha Brae River. Sit back and relax on a bamboo raft, poled by...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$45

Montego Bay Highlights with Local Guide & Private Transportation

Prepare for an extraordinary adventure with our customizable "Montego Bay Highlights Tour." This immersive experience will take you deep into the heart and soul of …More

Montego Bay, Jamaica

5.0 (2)

Montego Bay Highlights with Local Guide & Private Transportation

Prepare for an extraordinary adventure with our customizable "Montego Bay Highlights Tour." This immersive experience will take you deep into the heart and soul of...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$45

Get to know the 'real Jamaica' on this Private and customized tour of Montego Bay. Follow your local guide to some of the less-visited landmarks …More

Montego Bay, Jamaica

5.0 (1)

Private Montego Bay Highlights Day Tour

Get to know the 'real Jamaica' on this Private and customized tour of Montego Bay. Follow your local guide to some of the less-visited landmarks...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$45

Nature and Off-Road Adventure Tour with Hidden Beach Stop

Engage in an exhilarating off-road adventure as you navigate your own buggy through rugged trails, encountering muddy paths and stunning landscapes. Experience the thrill of …More

Punta Cana, Dominican Republic

5.0 (3)

Nature and Off-Road Adventure Tour with Hidden Beach Stop

Engage in an exhilarating off-road adventure as you navigate your own buggy through rugged trails, encountering muddy paths and stunning landscapes. Experience the thrill of...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the …More

Punta Cana, Dominican Republic

5.0 (1)

Fiesta en el Mar: Party Boat Punta Cana

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$45

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family's fun vacation looks …More

Kingston, Jamaica

4.7 (3)

Private Blue hole Tour from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family's fun vacation looks...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$45

Montego Bay Private Shopping Tour with Pickup

Find the perfect souvenir while Montego Bay. With this tour you can visit souvenir shops, shopping mall and the Hip Strip in just a few …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Private Shopping Tour with Pickup

Find the perfect souvenir while Montego Bay. With this tour you can visit souvenir shops, shopping mall and the Hip Strip in just a few...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$45

2 Hour Individual Island South Tour on Bonaire for 1 - 12 persons

Most tours are organized for groups. In our case, we offer you an individual tour, just for you and your travel companion(s). It might be …More

5.0 (1)

2 Hour Individual Island South Tour on Bonaire for 1 - 12 persons

Most tours are organized for groups. In our case, we offer you an individual tour, just for you and your travel companion(s). It might be...

2 hours Free Cancellation

5.0 (1)

from
$45

Transportation to Horse Back Ride & Swim Adventure from Ocho Rios

Travelers will enjoy a comfortable,spacious bus or van with experienced drivers and knowledgeable guides that will make travelers pick up and drop off experience to …More

Ocho Rios, Jamaica

3.0 (1)

Transportation to Horse Back Ride & Swim Adventure from Ocho Rios

Travelers will enjoy a comfortable,spacious bus or van with experienced drivers and knowledgeable guides that will make travelers pick up and drop off experience to...

2 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$45

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?

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?