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: Bob Marley 9 Miles, Dunn's River from Montego Bay. St Lucia ATV Tours (Best on Island) VIP Airport Transfers – Travel in Comfort, Arrive in Style Volcanic Tour and Botanical Gardens Rastasafari Experience ATV Adventure and Local Day Out

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 →

LUXURY REEF & NYLON POOL ADVENTURE Cruise • Snorkel • Sip • Relax Experience Tobago from the water with Fish Tobago Tours on our Luxury …More

4.9 (156)

Luxury Reef and Nylon Pool Adventure

LUXURY REEF & NYLON POOL ADVENTURE Cruise • Snorkel • Sip • Relax Experience Tobago from the water with Fish Tobago Tours on our Luxury...

3 hours

4.9 (156)

from
$230

Mojito - Full Day Private Catamaran Cruise - St Maarten

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

4.8 (24)

Mojito - Full Day Private Catamaran Cruise - St Maarten

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

8 hours Free Cancellation

4.8 (24)

from
$230

Appleton Estate Rum Tour and Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Runaway Bay, Jamaica

5.0 (4)

Appleton Estate Rum Tour and Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$230

Private ATVRide From Montego Great River Rafting and Foot Massage

If you’re a person that love to enjoy adventurous events this tour is one fit for you, hop a board a 4 wheeler Atv bike …More

Montego Bay, Jamaica

5.0 (1)

Private ATVRide From Montego Great River Rafting and Foot Massage

If you’re a person that love to enjoy adventurous events this tour is one fit for you, hop a board a 4 wheeler Atv bike...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Exotic Full-Day Total Bob Marley Experience

Welcome to JamRock! Join us as we retrace the inspirational journey of Jamaica’s celebrated artist and King of Reggae. Through his message of love, brotherhood, …More

Ocho Rios, Jamaica

5.0 (1)

Exotic Full-Day Total Bob Marley Experience

Welcome to JamRock! Join us as we retrace the inspirational journey of Jamaica’s celebrated artist and King of Reggae. Through his message of love, brotherhood,...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Private Rastafarian Indigenous Village Tour from Montego Bay

Learn about Rastafarianism in the country where it all began with a visit to the Rastafari Indigenous Village. Your driver will pick you up at …More

Montego Bay, Jamaica

5.0 (1)

Private Rastafarian Indigenous Village Tour from Montego Bay

Learn about Rastafarianism in the country where it all began with a visit to the Rastafari Indigenous Village. Your driver will pick you up at...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Explore Montego Bay Jamaica, Horse Back Riding & Blue Hole Falls

This’s a easy access and CASHLESS HASSLE FREE DAY TOUR. That’s inclusive of Horse Back riding tour and Blue Hole River/falls fun fill day in …More

Runaway Bay, Jamaica

5.0 (9)

Explore Montego Bay Jamaica, Horse Back Riding & Blue Hole Falls

This’s a easy access and CASHLESS HASSLE FREE DAY TOUR. That’s inclusive of Horse Back riding tour and Blue Hole River/falls fun fill day in...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$231

Mystic Mountain Canopy Experience From Montego Bay

From the Sky Explorer Chairlift (Aerial) Mystic Mountain Canopy Experience Jamaica which made up of state-of-the-art chairlifts that soars above the treetops on a breathtaking …More

Montego Bay, Jamaica

4.0 (3)

Mystic Mountain Canopy Experience From Montego Bay

From the Sky Explorer Chairlift (Aerial) Mystic Mountain Canopy Experience Jamaica which made up of state-of-the-art chairlifts that soars above the treetops on a breathtaking...

5 hours Hotel pickup offered Free Cancellation

4.0 (3)

from
$231

Irie Blue Hole and Secret Falls Adventure Tour from Runaway Bay

Come on this epic rainforest adventure through the hills of Ocho Rios and experience the Jamaican way of life! Visit the famous Blue Hole and …More

Runaway Bay, Jamaica

4.5 (2)

Irie Blue Hole and Secret Falls Adventure Tour from Runaway Bay

Come on this epic rainforest adventure through the hills of Ocho Rios and experience the Jamaican way of life! Visit the famous Blue Hole and...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (2)

from
$233

Bob Marley Mausoleum Tour Nine Miles Jamaica from Falmouth

Have a Mystical Experience at Nine Miles, the birthplace of Bob Marley. Take in the world famous Rastafarian religion, culture and practices - a must …More

Falmouth, Jamaica

4.0 (1)

Bob Marley Mausoleum Tour Nine Miles Jamaica from Falmouth

Have a Mystical Experience at Nine Miles, the birthplace of Bob Marley. Take in the world famous Rastafarian religion, culture and practices - a must...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$233

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

Don't Worry - Full Day Private Catamaran Cruise - St Maarten

Join us on Don't Worry, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can …More

5.0 (16)

Don't Worry - Full Day Private Catamaran Cruise - St Maarten

Join us on Don't Worry, 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 (16)

from
$235

This tour is a most do experience which inclusive of entry fee and ATV ride. Are you a history-loving adventure seeker? Well, come and play …More

Montego Bay, Jamaica

5.0 (8)

Rastasafari ATV Experience

This tour is a most do experience which inclusive of entry fee and ATV ride. Are you a history-loving adventure seeker? Well, come and play...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$235

Private ATV Ride 7 Mile Beach & Rick’s Café Negril Tour

Let us whisk you away from your resort or villa and immerse you in a true Jamaican experience. This 5-course excursion provides the perfect balance …More

Montego Bay, Jamaica

4.6 (9)

Private ATV Ride 7 Mile Beach & Rick’s Café Negril Tour

Let us whisk you away from your resort or villa and immerse you in a true Jamaican experience. This 5-course excursion provides the perfect balance...

5 to 6 hours Hotel pickup offered Free Cancellation

4.6 (9)

from
$235

Rasta Safari Atv Local Experience Day Tour

Learn about life in the Jamaican countryside with this adventure excursion, which combines ATV adventure with rural exploration. You'll head out to the countryside on …More

Montego Bay, Jamaica

5.0 (2)

Rasta Safari Atv Local Experience Day Tour

Learn about life in the Jamaican countryside with this adventure excursion, which combines ATV adventure with rural exploration. You'll head out to the countryside on...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$235

Irie Blue Hole Adventure Tour from Kingston

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour to the famous Island Gully Falls and Blue Hole in the …More

Kingston, Jamaica

5.0 (1)

Irie Blue Hole Adventure Tour from Kingston

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour to the famous Island Gully Falls and Blue Hole in the...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$236

Icacos And Palomino Private Boat Tour From Fajardo

Embark on an extraordinary journey to the captivating shores of Icacos and Palomino aboard luxurious Boston Whaler Outrage 37'. Safety, convenience, and comfort are at …More

Fajardo, Puerto Rico

4.9 (28)

Icacos And Palomino Private Boat Tour From Fajardo

Embark on an extraordinary journey to the captivating shores of Icacos and Palomino aboard luxurious Boston Whaler Outrage 37'. Safety, convenience, and comfort are at...

4 to 7 hours Free Cancellation

4.9 (28)

from
$239

Private Triple Action Pax (ATV, ZIPLINE and Blue hole) from Ochi

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

Kingston, Jamaica

5.0 (1)

Private Triple Action Pax (ATV, ZIPLINE and Blue hole) from Ochi

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

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$240

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers, …More

5.0 (83)

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers,...

7 to 9 hours Free Cancellation

5.0 (83)

from
$240

With narration of our history, culture, economics and daily lives of our people this tour leaves Port zante, the st.kitts marriott or any other place …More

5.0 (18)

Best of St. Kitts Private Half Day Tour

With narration of our history, culture, economics and daily lives of our people this tour leaves Port zante, the st.kitts marriott or any other place...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$240

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?