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: 8 hours 38ft Reel Dreams Private Charter Nassau Private Bahamas Half-Day Fishing Tour from New Providence Exotic half day private charters to Rose Island, Pigs and Turtles Full-Day Gozalandia Private Tour in Puerto Rico Sacred Rainforest and Archaeological Experience

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 →

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

Favorite Bamboo Rafting Experience w/ Decorated Raft

All time favorite tour is the River Rafting experience which will greet you with open arms. Enjoy the beautiful scenery and relaxing ride aboard the …More

Montego Bay, Jamaica

5.0 (1)

Favorite Bamboo Rafting Experience w/ Decorated Raft

All time favorite tour is the River Rafting experience which will greet you with open arms. Enjoy the beautiful scenery and relaxing ride aboard the...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Dunn’s River Falls Inclusive Tour From Montego Bay

Dunns River Park offers two climbs; a wet climb and a dry climb. If you are not a fan of getting wet, then the dry …More

Montego Bay, Jamaica

5.0 (1)

Dunn’s River Falls Inclusive Tour From Montego Bay

Dunns River Park offers two climbs; a wet climb and a dry climb. If you are not a fan of getting wet, then the dry...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

This tour is designed for couples, families/groups who are interested in learning more about our history, culture and people. This tour can be fully customized …More

Five Islands Village, Antigua and Barbuda

5.0 (1)

Walking Through Antigua's History

This tour is designed for couples, families/groups who are interested in learning more about our history, culture and people. This tour can be fully customized...

3 hours Hotel pickup offered

5.0 (1)

from
$100

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like …More

Trelawny, Jamaica

5.0 (1)

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Spend half or the entire day in Soufriere and experience all it has to offer. Visit the Sulphur Springs, The water falls, (as many as …More

Gros Islet, St Lucia

5.0 (1)

Soufriere Land Excursion

Spend half or the entire day in Soufriere and experience all it has to offer. Visit the Sulphur Springs, The water falls, (as many as...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

We offer the best of the best raft captains to provide a full raft experience (entertainment, lime stone massage, music, drink etc). Raft can be …More

Montego Bay, Jamaica

5.0 (1)

Great River Bamboo Rafting Montego Bay

We offer the best of the best raft captains to provide a full raft experience (entertainment, lime stone massage, music, drink etc). Raft can be...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Bamboo Rafting Limestone Hand & Foot massage from Montego Bay

Experience Bamboo Rafting Limestone Hand & Foot massage on Great River in Lethe on a bamboo raft cruise. Explore lush surroundings as you float by …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting Limestone Hand & Foot massage from Montego Bay

Experience Bamboo Rafting Limestone Hand & Foot massage on Great River in Lethe on a bamboo raft cruise. Explore lush surroundings as you float by...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Safari Tour – Paradisiacal Excursion to Bahía de las Águilas

Get to know one of the beaches with the most crystal clear water in the world and one of the most beautiful in the Dominican …More

3.4 (5)

Safari Tour – Paradisiacal Excursion to Bahía de las Águilas

Get to know one of the beaches with the most crystal clear water in the world and one of the most beautiful in the Dominican...

4 hours Free Cancellation

3.4 (5)

from
$100

Half Day Tour to Konoko Gardens and Blue Hole Ocho Rios

Discover Konoko Garden & Falls and Blue Hole Secret Falls in Ocho Rios. Explore Jamaica's beauty with these two must-visit destinations. Konoko Garden & Falls, …More

Ocho Rios, Jamaica

4.0 (1)

Half Day Tour to Konoko Gardens and Blue Hole Ocho Rios

Discover Konoko Garden & Falls and Blue Hole Secret Falls in Ocho Rios. Explore Jamaica's beauty with these two must-visit destinations. Konoko Garden & Falls,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$100

Dunns River Falls, Zipline, Bamboo Rafting & Horseback Tour

Ultimate Adventure - 4-in-1 Tour! Embark on an epic journey with 876 Adventures LLC and experience four exhilarating activities in a single day! First, conquer …More

Montego Bay, Jamaica

5.0 (2)

Dunns River Falls, Zipline, Bamboo Rafting & Horseback Tour

Ultimate Adventure - 4-in-1 Tour! Embark on an epic journey with 876 Adventures LLC and experience four exhilarating activities in a single day! First, conquer...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Seven Mile's Beach Snorkeling & Ricks Cafe Sunset Tour Day Trip

this activity is an all-day adventure exploring Jamaica's South Coast. Snorkeling and explore marine life by boarding a glass batton boat to the Pinic-Island, relax …More

Montego Bay, Jamaica

5.0 (11)

Seven Mile's Beach Snorkeling & Ricks Cafe Sunset Tour Day Trip

this activity is an all-day adventure exploring Jamaica's South Coast. Snorkeling and explore marine life by boarding a glass batton boat to the Pinic-Island, relax...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$101

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?