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 →

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate …More

Kingstown, St Vincent and the Grenadines

5.0 (11)

Soufriere Volcano Hike

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$70

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private …More

Anse La Raye, St Lucia

5.0 (14)

St Lucia Private Custom Tour

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private...

1 day Hotel pickup offered Free Cancellation

5.0 (14)

from
$70

Private Dunns River Falls and Blue Hole from Montego Bay Tour

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture …More

Montego Bay, Jamaica

5.0 (7)

Private Dunns River Falls and Blue Hole from Montego Bay Tour

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture...

8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$70

Private Combo Horseback Riding and Atvs/Buggy in Macao Beach/Cave

Everyone can enjoy this experience for beginners and experienced riders. Start your adventure on horseback with views of Dominican agriculture. Then in a small group, …More

Punta Cana, Dominican Republic

4.4 (15)

Private Combo Horseback Riding and Atvs/Buggy in Macao Beach/Cave

Everyone can enjoy this experience for beginners and experienced riders. Start your adventure on horseback with views of Dominican agriculture. Then in a small group,...

4 hours Free Cancellation

4.4 (15)

from
$70

Montego Bay Highlights Private Express Tour by Car

This is a unique experience of the Montego Bay Area. Travelers get to interact with locals. You can learn about our history and culture. Drive …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay Highlights Private Express Tour by Car

This is a unique experience of the Montego Bay Area. Travelers get to interact with locals. You can learn about our history and culture. Drive...

150 to 180 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$70

Lethe River Rafting Transport & Limestone Massage frm Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture …More

Montego Bay, Jamaica

5.0 (2)

Lethe River Rafting Transport & Limestone Massage frm Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$70

Fire Fly and Beach Private Tour in Ocho Rios with Pick Up

Fire Fly & Beach is a combo tour that allows you to enjoy Jamaica’s beautiful white sand beach and her rich history. Stop at Noel …More

Ocho Rios, Jamaica

5.0 (2)

Fire Fly and Beach Private Tour in Ocho Rios with Pick Up

Fire Fly & Beach is a combo tour that allows you to enjoy Jamaica’s beautiful white sand beach and her rich history. Stop at Noel...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$70

Kingston Dub Club is the weekly high point of roots reggae revival sessions in Kingston. The venue is situated in the hills above Kingston and …More

Kingston, Jamaica

4.3 (6)

Kingston Dub Club Sundays

Kingston Dub Club is the weekly high point of roots reggae revival sessions in Kingston. The venue is situated in the hills above Kingston and...

4 to 6 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$70

Private Tour to Konoko Falls From Ocho Rios

Konoko Falls and Gardens is tranquil and peaceful with a relaxing sense of mind kind of tour. All ages will enjoy this tour, the younger …More

Ocho Rios, Jamaica

5.0 (1)

Private Tour to Konoko Falls From Ocho Rios

Konoko Falls and Gardens is tranquil and peaceful with a relaxing sense of mind kind of tour. All ages will enjoy this tour, the younger...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them. The …More

Montego Bay, Jamaica

5.0 (4)

Rockland Bird Sanctuary Private Tour

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them. The...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$70

Bamboo rafting and ATVs Adventure Combo tour Montego Bay

Bamboo Rafting & ATV Adventure The Best of Both Worlds! Start your journey with a relaxing bamboo rafting experience on the serene Leaty River, surrounded …More

Montego Bay, Jamaica

5.0 (1)

Bamboo rafting and ATVs Adventure Combo tour Montego Bay

Bamboo Rafting & ATV Adventure The Best of Both Worlds! Start your journey with a relaxing bamboo rafting experience on the serene Leaty River, surrounded...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

Blue Hole & Konoko Falls Park Combo Tour from Montego Bay

Experience the ultimate fun-filled adventure when visiting the Blue Hole, an Ocho Rios hidden gem! From exhilarating cliff dives or jumps to rope swing like …More

Runaway Bay, Jamaica

4.7 (3)

Blue Hole & Konoko Falls Park Combo Tour from Montego Bay

Experience the ultimate fun-filled adventure when visiting the Blue Hole, an Ocho Rios hidden gem! From exhilarating cliff dives or jumps to rope swing like...

6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$70

Basseterre Plantation Private Half Day Tour

Gibraltar Tours and taxi service offers a relaxing and personal tour experience, where we cater to the needs of our customers. Our experienced guides will …More

4.2 (6)

Basseterre Plantation Private Half Day Tour

Gibraltar Tours and taxi service offers a relaxing and personal tour experience, where we cater to the needs of our customers. Our experienced guides will...

6 hours Hotel pickup offered Free Cancellation

4.2 (6)

from
$70

Bamboo Rafting Limestone Massage, Exotic bird and Herb Farm Tour

Bamboo rafting and exotic bird tours offer participants the opportunity to immerse themselves in nature, appreciate wildlife, and gain a deeper understanding of the environment …More

Montego Bay, Jamaica

4.5 (2)

Bamboo Rafting Limestone Massage, Exotic bird and Herb Farm Tour

Bamboo rafting and exotic bird tours offer participants the opportunity to immerse themselves in nature, appreciate wildlife, and gain a deeper understanding of the environment...

2 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$70

Island Gully Falls Ocho Rios from Montego Bay

Thrill seekers can swing off the Tarzan into the river pool, explore small caves, climb behind the water falls, cliff dive into the inviting blue …More

Montego Bay, Jamaica

4.5 (4)

Island Gully Falls Ocho Rios from Montego Bay

Thrill seekers can swing off the Tarzan into the river pool, explore small caves, climb behind the water falls, cliff dive into the inviting blue...

2 to 3 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$70

Negril 7 Miles Beach and Ricks Cafe Tour from Montego Bay

Booking your Negril 7 Mile Beach & Rick's Cafe tour with Premier Transfers and Tours ensures a seamless and enriching experience. Their extensive experience in …More

Montego Bay, Jamaica

5.0 (1)

Negril 7 Miles Beach and Ricks Cafe Tour from Montego Bay

Booking your Negril 7 Mile Beach & Rick's Cafe tour with Premier Transfers and Tours ensures a seamless and enriching experience. Their extensive experience in...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

Cockleshell Beach Excursion, Snorkeling and Scenic Views

Visit Cockleshell Beach and bask in the stunning views of both the Atlantic and Caribbean seas, with the picturesque island of Nevis in the distance. …More

4.0 (5)

Cockleshell Beach Excursion, Snorkeling and Scenic Views

Visit Cockleshell Beach and bask in the stunning views of both the Atlantic and Caribbean seas, with the picturesque island of Nevis in the distance....

5 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$70

Private Best Nightclub Tour and Transfer from Ocho Rios Jamaica

Dance the night away at Ocho Rios' hottest clubs on this personalized excursion, a great choice for travelers celebrating a special occasion. With this tour, …More

Runaway Bay, Jamaica

3.0 (1)

Private Best Nightclub Tour and Transfer from Ocho Rios Jamaica

Dance the night away at Ocho Rios' hottest clubs on this personalized excursion, a great choice for travelers celebrating a special occasion. With this tour,...

3 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$70

Dunn's River Falls & Blue Hole from Montego Bay or Falmouth

Spend a full day in beautiful Ocho Rios on an eco adventure. Visit 2 of Northern Jamaica's most attractive outdoor spots. Climb the majestic Dunn's …More

Montego Bay, Jamaica

5.0 (5)

Dunn's River Falls & Blue Hole from Montego Bay or Falmouth

Spend a full day in beautiful Ocho Rios on an eco adventure. Visit 2 of Northern Jamaica's most attractive outdoor spots. Climb the majestic Dunn's...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$70

Bamboo Rafting and Limestone Massage in Montego Bay

Escape your hotel resort and discover the true beauty of Jamaica with an unforgettable bamboo rafting experience. Glide through lush rainforests on a traditional bamboo …More

Montego Bay, Jamaica

4.5 (16)

Bamboo Rafting and Limestone Massage in Montego Bay

Escape your hotel resort and discover the true beauty of Jamaica with an unforgettable bamboo rafting experience. Glide through lush rainforests on a traditional bamboo...

2 to 3 hours Hotel pickup offered Free Cancellation

4.5 (16)

from
$69

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?

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

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?