Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City 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 →

Sailing Adventure Cruise from Montego Bay

Let's go sailing! Imagine diving into the crystal clear waters over a coral reef filled with exotic fish, turtles and starfish. You can even participate in …More

Montego Bay, Jamaica

5.0 (6)

Sailing Adventure Cruise from Montego Bay

Let's go sailing! Imagine diving into the crystal clear waters over a coral reef filled with exotic fish, turtles and starfish. You can even participate in...

4 hours

5.0 (6)

from
$138

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

Appleton Estate Rum Tour and Tasting from Ocho Rios

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Ocho Rios. Visit the exotic Appleton Estate, home …More

Ocho Rios, Jamaica

5.0 (4)

Appleton Estate Rum Tour and Tasting from Ocho Rios

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Ocho Rios. Visit the exotic Appleton Estate, home...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$181

The fascinating Dark View Falls tour runs along the West coast of St. Vincent and the Grenadines to the foothills of La Soufriere Volcano. Scenic …More

Kingstown, St Vincent and the Grenadines

4.8 (9)

Dark View Falls Tour and Beach

The fascinating Dark View Falls tour runs along the West coast of St. Vincent and the Grenadines to the foothills of La Soufriere Volcano. Scenic...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$60

Private Dunn's River and Bamboo Rafting Combo from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places …More

Kingston, Jamaica

5.0 (5)

Private Dunn's River and Bamboo Rafting Combo from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$155

This is a scenic Soufriere experience the entire family can enjoy! You dictate the duration and the stops on this private tour including a scenic …More

Castries, St Lucia

4.3 (15)

Soufriere Experience Tour

This is a scenic Soufriere experience the entire family can enjoy! You dictate the duration and the stops on this private tour including a scenic...

6 hours Hotel pickup offered Free Cancellation

4.3 (15)

from
$550

Private Guided Piton Hiking and Mud Bath Experience

Embark on an exhilarating day that melds the thrill of a Gros Piton hike with the blissful rejuvenation of a mud bath experience. This adventure …More

Vieux Fort, St Lucia

5.0 (6)

Private Guided Piton Hiking and Mud Bath Experience

Embark on an exhilarating day that melds the thrill of a Gros Piton hike with the blissful rejuvenation of a mud bath experience. This adventure...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$220

[PRIVATE] YS Falls from Negril - Entrance fees + Lunch Included

Experience the wonders of YS Falls on a private tour. This 120-foot waterfall cascades over seven levels, offering breathtaking views. Try the exhilarating canopy zipline …More

Negril, Jamaica

4.9 (9)

[PRIVATE] YS Falls from Negril - Entrance fees + Lunch Included

Experience the wonders of YS Falls on a private tour. This 120-foot waterfall cascades over seven levels, offering breathtaking views. Try the exhilarating canopy zipline...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$197

Blue Hole and Secret Falls plus Luminous Lagoon Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

5.0 (8)

Blue Hole and Secret Falls plus Luminous Lagoon Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

River Tubing Adventure on the Rio Bueno & Bamboo Beach Club Private Tour

Jamaica's North Coast, lies the scenic tiny seaside village of Rio Bueno. Running alongside this village is the Rio Bueno River. ... The long winding …More

Montego Bay, Jamaica

5.0 (3)

River Tubing Adventure on the Rio Bueno & Bamboo Beach Club Private Tour

Jamaica's North Coast, lies the scenic tiny seaside village of Rio Bueno. Running alongside this village is the Rio Bueno River. ... The long winding...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken …More

St. George's, Grenada

5.0 (5)

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$100

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of …More

Montego Bay, Jamaica

4.8 (6)

White River Tubing From Montego Bay

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of...

4 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$160

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy …More

Montego Bay, Jamaica

5.0 (5)

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy...

4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$154

Blue Hole Waterfalls Excursion from Montego Bay

One of Jamaica’s best kept secrets! A treasure located about 20 min drive outside of Ocho Rios on an off beaten path (tropical rain forest …More

Montego Bay, Jamaica

5.0 (6)

Blue Hole Waterfalls Excursion from Montego Bay

One of Jamaica’s best kept secrets! A treasure located about 20 min drive outside of Ocho Rios on an off beaten path (tropical rain forest...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$244

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an …More

Montego Bay, Jamaica

5.0 (9)

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$60

From our secluded ranch in Macao, it's time to size up your Buggy before we tear through remote farmland. These narrow, secluded country roads offer …More

Punta Cana, Dominican Republic

3.5 (50)

Buggies Extreme Half Day Adventure

From our secluded ranch in Macao, it's time to size up your Buggy before we tear through remote farmland. These narrow, secluded country roads offer...

3 hours Hotel pickup offered Free Cancellation

3.5 (50)

from
$50

Welcoming you to our beautiful Island of St Lucia, we will see to it that your day is well spent and will have you thinking …More

Marigot Bay, St Lucia

4.4 (14)

Private Soufriere Experience Tour

Welcoming you to our beautiful Island of St Lucia, we will see to it that your day is well spent and will have you thinking...

2 to 5 hours Hotel pickup offered Free Cancellation

4.4 (14)

from
$90

Climb Jamaica’s famous waterfall located in the tourist town of Ocho Rios. Swim in the white sand beach below the falls and buy amazing local …More

Kingston, Jamaica

5.0 (5)

Dunns River Falls Scenic Tour

Climb Jamaica’s famous waterfall located in the tourist town of Ocho Rios. Swim in the white sand beach below the falls and buy amazing local...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$300

Lethe River Rafting Travel from Montego Bay w FREE Rum Punch

Start your Jamaica Excursion off right by being picked up by a fun & knowledgeable local, who will give you the experience you deserve during …More

Montego Bay, Jamaica

5.0 (6)

Lethe River Rafting Travel from Montego Bay w FREE Rum Punch

Start your Jamaica Excursion off right by being picked up by a fun & knowledgeable local, who will give you the experience you deserve during...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$32

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

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?

Got any more Caribbean trip ideas?

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