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: 3in1 - Los Haitises N.P. + Y. Waterfall + Mount. Redonda Private Morning Tour Fjord 38 Ben Montego Bay Shopping and Sightseeing Private Tour Horseback 'Ride N Swim' & Dunns River WaterFalls Private ATV Adventure Tour in Montego Bay

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 →

Private Tour To Blue Hole and Dunn’s River from Montego Bay

Personalized Tour Service is unique because of our friendly, caring, and courteous service which aimed to exceed every guest expectations. We believe that first impression …More

Falmouth, Jamaica

5.0 (6)

Private Tour To Blue Hole and Dunn’s River from Montego Bay

Personalized Tour Service is unique because of our friendly, caring, and courteous service which aimed to exceed every guest expectations. We believe that first impression...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$110

Horseback Riding, ATV and Blue Hole Water Falls Tour in Jamaica

The tour offers a thrilling mix of diverse experiences that cater to both adventure seekers and nature lovers. Here's what makes it stand out: The …More

Lucea, Jamaica

5.0 (5)

Horseback Riding, ATV and Blue Hole Water Falls Tour in Jamaica

The tour offers a thrilling mix of diverse experiences that cater to both adventure seekers and nature lovers. Here's what makes it stand out: The...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Green Grotto Cave and Puerto Seco Beach 2-in -1 Private Tour

Explore St. Ann Parish on this day trip from your hotel. Visit 2 of Discovery Bay attractions. Check out the beautiful white sand and turquoise …More

Montego Bay, Jamaica

4.8 (6)

Green Grotto Cave and Puerto Seco Beach 2-in -1 Private Tour

Explore St. Ann Parish on this day trip from your hotel. Visit 2 of Discovery Bay attractions. Check out the beautiful white sand and turquoise...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$110

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril, …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the …More

Montego Bay, Jamaica

5.0 (5)

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the...

2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Travel 1.5 hours from Montego Bay to Mayfield Falls, a picturesque, eco-touristic setting boasting two waterfalls and a series of 21 naturally-formed pools. Located on …More

Montego Bay, Jamaica

5.0 (3)

Mayfield Falls Private Tour

Travel 1.5 hours from Montego Bay to Mayfield Falls, a picturesque, eco-touristic setting boasting two waterfalls and a series of 21 naturally-formed pools. Located on...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$110

Private Beach Horseback Riding from Ocho Rios

This private full day Horseback Riding in Ocho Rios is an incredible adventure for both experienced and beginner riders You will pass through local communities …More

Ocho Rios, Jamaica

5.0 (2)

Private Beach Horseback Riding from Ocho Rios

This private full day Horseback Riding in Ocho Rios is an incredible adventure for both experienced and beginner riders You will pass through local communities...

60 to 90 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled …More

Montego Bay, Jamaica

5.0 (2)

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Grenada Waterfall Trek, Forest Walk & Local Guide Magic

Splashing Good Time for All Ages! Family-Friendly Annandale Waterfall Visit – Stress-Free, Unforgettable, and 100% Kid-Approved! Step into Serenity at Annandale Waterfall & Forest Park …More

4.5 (8)

Grenada Waterfall Trek, Forest Walk & Local Guide Magic

Splashing Good Time for All Ages! Family-Friendly Annandale Waterfall Visit – Stress-Free, Unforgettable, and 100% Kid-Approved! Step into Serenity at Annandale Waterfall & Forest Park...

1 to 2 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$110

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will …More

Marigot Bay, St Lucia

5.0 (2)

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Half-day 3-Course Cocoa Lunch Tour in Trinidad

This lunch tour in Trinidad, a world-famous source of premium cacao, features a 3-course meal using locally grown cacao in a restaurant deep in the …More

5.0 (4)

Half-day 3-Course Cocoa Lunch Tour in Trinidad

This lunch tour in Trinidad, a world-famous source of premium cacao, features a 3-course meal using locally grown cacao in a restaurant deep in the...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Private Margaritaville and Rick's Cafe Tour in Negril Jamaica

Enjoy a comfortable relaxing private ride to and from Negril. Where you will explore some of Jamaica's main attractions, Negril's 7 Miles Beach, Margaritaville, and …More

Trelawny, Jamaica

5.0 (2)

Private Margaritaville and Rick's Cafe Tour in Negril Jamaica

Enjoy a comfortable relaxing private ride to and from Negril. Where you will explore some of Jamaica's main attractions, Negril's 7 Miles Beach, Margaritaville, and...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

About Rick's Cafe Perched on the rugged West End cliffs of Negril, Rick's Cafe has been a Jamaican institution since 1974. This picturesque spot offers: …More

Seven Mile Beach, Cayman Islands

5.0 (4)

Negril Ricks Cafe and 7 Mile Beach Tour

About Rick's Cafe Perched on the rugged West End cliffs of Negril, Rick's Cafe has been a Jamaican institution since 1974. This picturesque spot offers:...

2 hours Free Cancellation

5.0 (4)

from
$110

Great River Bamboo Rafting and Bird Sanctuary Combine Tour From Montego Bay

Rocklands Bird Sanctuary is a must see if you are a real true lover of birds. See some of Jamaica’s exquisite species right here where …More

Montego Bay, Jamaica

5.0 (4)

Great River Bamboo Rafting and Bird Sanctuary Combine Tour From Montego Bay

Rocklands Bird Sanctuary is a must see if you are a real true lover of birds. See some of Jamaica’s exquisite species right here where...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Born & raised on St. Maarten, one of our main focus is customer experience while visiting. Over the years, we have seen and experienced the …More

Philipsburg, St Maarten

5.0 (4)

Celebrity Island Adventure Tours

Born & raised on St. Maarten, one of our main focus is customer experience while visiting. Over the years, we have seen and experienced the...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility …More

Soufriere, St Lucia

5.0 (1)

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day …More

Montego Bay, Jamaica

5.0 (4)

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Rick's Cafe seven mile beach private tour

Come feel alright with all that Jamaica has to offer! Our guides will bring a peace of mind as we are committed to creating a …More

Lucea, Jamaica

5.0 (1)

Rick's Cafe seven mile beach private tour

Come feel alright with all that Jamaica has to offer! Our guides will bring a peace of mind as we are committed to creating a...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Martha Brea Rafting: A Thrilling Adventure

Trust tours jamaica guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Martha Brae Rafting in …More

Lucea, Jamaica

5.0 (1)

Martha Brea Rafting: A Thrilling Adventure

Trust tours jamaica guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Martha Brae Rafting in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Bamboo Rafting Tour in Montego Bay with Limestone Foot Massage

Purely Majestic Operators’ bamboo rafting tour stands out by combining breathtaking natural beauty with exceptional service and safety. Unlike typical tours, our experience emphasizes a …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting Tour in Montego Bay with Limestone Foot Massage

Purely Majestic Operators’ bamboo rafting tour stands out by combining breathtaking natural beauty with exceptional service and safety. Unlike typical tours, our experience emphasizes a...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

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?