Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 Grenada Half-day River Tubing, Lake & Annandale Falls

Explorer Grenada Tours stands out from other tour companies in Grenada due to our unwavering commitment to providing unparalleled experiences, exceptional service, and a deep …More

St. George's, Grenada

5.0 (4)

Private Grenada Half-day River Tubing, Lake & Annandale Falls

Explorer Grenada Tours stands out from other tour companies in Grenada due to our unwavering commitment to providing unparalleled experiences, exceptional service, and a deep...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Lethe Bamboo Rafting and Limestone Massage with City Tour

Start your tour drifting along the gentle currents of the Lethe River, surrounded by lush tropical vegetation and towering bamboo stalks, offers a unique perspective …More

Montego Bay, Jamaica

5.0 (2)

Lethe Bamboo Rafting and Limestone Massage with City Tour

Start your tour drifting along the gentle currents of the Lethe River, surrounded by lush tropical vegetation and towering bamboo stalks, offers a unique perspective...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$130

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

This is a private and customize tour where your request can be fulfilled so whatever you want don’t be afraid to ask your driver/ tour …More

Trelawny, Jamaica

5.0 (4)

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

This is a private and customize tour where your request can be fulfilled so whatever you want don’t be afraid to ask your driver/ tour...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Enjoy a Combination of Jet Skis and off-road ATV ride or each activity by itself on this private experience. On this tour you will Hop …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay Jet Ski and ATV Combo

Enjoy a Combination of Jet Skis and off-road ATV ride or each activity by itself on this private experience. On this tour you will Hop...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Blue Hole and Secret Falls plus Dunn's River Falls Combo Tour

There’s plenty of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for stunning tropical …More

Montego Bay, Jamaica

4.7 (6)

Blue Hole and Secret Falls plus Dunn's River Falls Combo Tour

There’s plenty of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for stunning tropical...

5 to 6 hours Hotel pickup offered Free Cancellation

4.7 (6)

from
$130

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the …More

Montego Bay, Jamaica

5.0 (4)

Dunns River Tour

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Bar Hopping & Local Food Tour-From Montego Bay, Negril, Ocho Rios

The Bar Hopping & Local Food Tour gives you the opportunity to experience Jamaica through its delicious cuisine, lively local bars, music, and welcoming island …More

Lucea, Jamaica

5.0 (1)

Bar Hopping & Local Food Tour-From Montego Bay, Negril, Ocho Rios

The Bar Hopping & Local Food Tour gives you the opportunity to experience Jamaica through its delicious cuisine, lively local bars, music, and welcoming island...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Discover the South Coast of Jamaica on a scenic tour that stop at YS Falls. This is a Private Tour and you will only travel …More

Montego Bay, Jamaica

5.0 (1)

Ys Falls Private Tour

Discover the South Coast of Jamaica on a scenic tour that stop at YS Falls. This is a Private Tour and you will only travel...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Lethe River Rafting, Limestone Massage, Coconut,Rum Punch & LUNCH

This private tour allows you to experience the tranquility of Lethe River Rafting. Our driver will pick you from your hotel and transport you to …More

Trelawny, Jamaica

5.0 (1)

Lethe River Rafting, Limestone Massage, Coconut,Rum Punch & LUNCH

This private tour allows you to experience the tranquility of Lethe River Rafting. Our driver will pick you from your hotel and transport you to...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to …More

Vieux Fort, St Lucia

5.0 (1)

Bon Voyage - St. Lucia Tour

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Montaña Redonda is one of the beautiful places you have to visit in the Dominican Republic. It is located in Miches in the Municipality of …More

La Romana, Dominican Republic

2.3 (3)

Tour to Montana Redonda and sunset

Montaña Redonda is one of the beautiful places you have to visit in the Dominican Republic. It is located in Miches in the Municipality of...

4 to 5 hours Hotel pickup offered Free Cancellation

2.3 (3)

from
$130

Bamboo rafting with limestone foot massage.

You will learn about our history and the people's way of life who live in the community where the bamboo rafting will take place. our …More

Montego Bay, Jamaica

5.0 (15)

Bamboo rafting with limestone foot massage.

You will learn about our history and the people's way of life who live in the community where the bamboo rafting will take place. our...

2 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$130

Bamboo Rafting, Snorkeling at 7-mile Beach, Rick’s Cafe in Negril

Ride bamboo raft on the river in the countryside and get limestone massage, then visit Seven Mile Beach for snorkeling and finish at Rick’s Cafe …More

Montego Bay, Jamaica

4.9 (10)

Bamboo Rafting, Snorkeling at 7-mile Beach, Rick’s Cafe in Negril

Ride bamboo raft on the river in the countryside and get limestone massage, then visit Seven Mile Beach for snorkeling and finish at Rick’s Cafe...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$130

Harmony Beach & Park at Day and Luminous Blue Lagoon at Night

Spend the afternoon relaxing at Harmony Beach Park in Montego Bay, with time to swim, unwind, and enjoy the waterfront atmosphere. After sunset, travel to …More

Montego Bay, Jamaica

5.0 (5)

Harmony Beach & Park at Day and Luminous Blue Lagoon at Night

Spend the afternoon relaxing at Harmony Beach Park in Montego Bay, with time to swim, unwind, and enjoy the waterfront atmosphere. After sunset, travel to...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$130

Fully Private North and South Tour with a Local Guide.

This tour is unique because this is a private tour for you and your family alone. You will be with a local and get a …More

Kralendijk, Bonaire

4.7 (92)

Fully Private North and South Tour with a Local Guide.

This tour is unique because this is a private tour for you and your family alone. You will be with a local and get a...

3 hours Hotel pickup offered Free Cancellation

4.7 (92)

from
$129

ATV and Jet Ski Options in Montego Bay with Transportation

Enjoy a Combination of water Jet Skis and off-road ATV ride or each activity by itself on this private experience. We will pick you up …More

Montego Bay, Jamaica

4.5 (32)

ATV and Jet Ski Options in Montego Bay with Transportation

Enjoy a Combination of water Jet Skis and off-road ATV ride or each activity by itself on this private experience. We will pick you up...

2 to 3 hours Hotel pickup offered Free Cancellation

4.5 (32)

from
$129

ATV, Horseback Ride & Ricks Cafe Sunset Tour From Montego Bay

Experience a day of adventure on this combo tour, which includes an exciting off road ATV tour , Horseback-riding and a Visit to the world …More

Montego Bay, Jamaica

5.0 (10)

ATV, Horseback Ride & Ricks Cafe Sunset Tour From Montego Bay

Experience a day of adventure on this combo tour, which includes an exciting off road ATV tour , Horseback-riding and a Visit to the world...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$129

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch …More

Trelawny, Jamaica

5.0 (2)

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$129

The Negril Sunset Tour, that includes and Ricks Café, departs from any hotel in Montego Bay area and also from the cruise ship ports in …More

Montego Bay, Jamaica

5.0 (1)

Negril Ricks Café Sunset Tour

The Negril Sunset Tour, that includes and Ricks Café, departs from any hotel in Montego Bay area and also from the cruise ship ports in...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$129

Bamboo River Rafting with Limestone Foot Massage

With Brooks Tours Ja, you can experience the thrills of rafting on the Great River at Lethe while also enjoying a well-deserved foot massage. Rafting …More

Montego Bay, Jamaica

5.0 (18)

Bamboo River Rafting with Limestone Foot Massage

With Brooks Tours Ja, you can experience the thrills of rafting on the Great River at Lethe while also enjoying a well-deserved foot massage. Rafting...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$129

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have 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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?