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 →

With several years of experience in the tourism industry, I know all the fun, scenic and adventurous places in Jamaica. I provide exclusive transportation for …More

Montego Bay, Jamaica

4.9 (40)

Dunn's River Falls

With several years of experience in the tourism industry, I know all the fun, scenic and adventurous places in Jamaica. I provide exclusive transportation for...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (40)

from
$60

Marlons Tour is an experience like none other, it is peaceful and safe, as well as cultural and exhilarating. Marlon is punctual and professional, and …More

Negril, Jamaica

4.8 (42)

YS Falls & Pelican Bar Tour

Marlons Tour is an experience like none other, it is peaceful and safe, as well as cultural and exhilarating. Marlon is punctual and professional, and...

4 to 8 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$60

Visit one of Jamaica's top natural attractions — The Blue Hole in Ocho Rios. With private round trip transportation provided, all you have to do …More

Falmouth, Jamaica

5.0 (21)

Private Blue Hole Tour from Montego Bay

Visit one of Jamaica's top natural attractions — The Blue Hole in Ocho Rios. With private round trip transportation provided, all you have to do...

2 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$60

Drift into paradise on this relaxing bamboo rafting tour along the peaceful Great River in Montego Bay. Guided by a local expert, you’ll float on …More

Lucea, Jamaica

4.5 (24)

#1 Bamboo Rafting With foot Massage

Drift into paradise on this relaxing bamboo rafting tour along the peaceful Great River in Montego Bay. Guided by a local expert, you’ll float on...

3 hours Hotel pickup offered Free Cancellation

4.5 (24)

from
$60

Gilmore tours offers top quality services, safe, reliable, friendly, and dependable, guaranteed to give you a memorable experience while you enjoy this beautiful island in …More

Kingston, Jamaica

5.0 (17)

Bamboo Rafting in Ocho Rios

Gilmore tours offers top quality services, safe, reliable, friendly, and dependable, guaranteed to give you a memorable experience while you enjoy this beautiful island in...

2 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$60

Private Island Tour with Photo Shoot Options Northern Tour

Join us for an unforgettable adventure with our Northern and Southern tours, both offering fantastic opportunities for snorkeling at multiple sites teeming with our stunning …More

5.0 (7)

Private Island Tour with Photo Shoot Options Northern Tour

Join us for an unforgettable adventure with our Northern and Southern tours, both offering fantastic opportunities for snorkeling at multiple sites teeming with our stunning...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$60

Blue Hole Secret Waterfall And Highlight Tour

The Blue Hole Water Fall is in an environment that is pristine and undeveloped to allow nature to have her way displaying her glory to …More

Ocho Rios, Jamaica

5.0 (12)

Blue Hole Secret Waterfall And Highlight Tour

The Blue Hole Water Fall is in an environment that is pristine and undeveloped to allow nature to have her way displaying her glory to...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (12)

from
$60

Falmouth Shore Excursion: Doctor's Cave Beach Private Tour

Explore the crystal Clear water and white sand of Doctor's Cave Beach on this Private excursion. Stroll along the 'hip-strip' for some shopping during this …More

Falmouth, Jamaica

4.8 (10)

Falmouth Shore Excursion: Doctor's Cave Beach Private Tour

Explore the crystal Clear water and white sand of Doctor's Cave Beach on this Private excursion. Stroll along the 'hip-strip' for some shopping during this...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$60

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse, …More

Montego Bay, Jamaica

5.0 (10)

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$60

Private Tour to Dunn's River Falls From Ocho Rios

This tour is a top tourist attraction in Ocho Rios, Jamaica. You will climb the 600-foot falls and enjoy the cool refreshing water. Swim in …More

Ocho Rios, Jamaica

5.0 (16)

Private Tour to Dunn's River Falls From Ocho Rios

This tour is a top tourist attraction in Ocho Rios, Jamaica. You will climb the 600-foot falls and enjoy the cool refreshing water. Swim in...

2 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$60

Our Magens Bay Hike offers a unique adventure with expert guidance. Starting at the trailhead, our knowledgeable local guides lead small groups through a scenic …More

5.0 (11)

Magens Bay Trail Hiking Tour

Our Magens Bay Hike offers a unique adventure with expert guidance. Starting at the trailhead, our knowledgeable local guides lead small groups through a scenic...

2 hours Free Cancellation

5.0 (11)

from
$60

Pirates and Beach Tour with Detention Tours

Feeling safe and comfortable is one of my priorities for person's booking with Detention Tours. Travelling to Wallilabou visitors will be amazed by breathtaking views …More

Kingstown, St Vincent and the Grenadines

4.9 (10)

Pirates and Beach Tour with Detention Tours

Feeling safe and comfortable is one of my priorities for person's booking with Detention Tours. Travelling to Wallilabou visitors will be amazed by breathtaking views...

2 to 4 hours Free Cancellation

4.9 (10)

from
$60

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

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

Private Puerto Plata City Tour from Amber Cove & Taino Bay

Explore Puerto Plata in comfort on a private shore excursion designed for Amber Cove and Taino Bay cruise passengers. Visit the city’s most memorable sights, …More

Puerto Plata, Dominican Republic

5.0 (9)

Private Puerto Plata City Tour from Amber Cove & Taino Bay

Explore Puerto Plata in comfort on a private shore excursion designed for Amber Cove and Taino Bay cruise passengers. Visit the city’s most memorable sights,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$60

Movie Disco Club Punta Cana: Hip-hop and Latin Music Leader, Open until Dawn

Enjoy the best club in Punta Cana, #1 in Hip Hop, Dembow and Reggaeton, we are open from 11 a.m. with no closing time, we …More

Punta Cana, Dominican Republic

5.0 (6)

Movie Disco Club Punta Cana: Hip-hop and Latin Music Leader, Open until Dawn

Enjoy the best club in Punta Cana, #1 in Hip Hop, Dembow and Reggaeton, we are open from 11 a.m. with no closing time, we...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$60

Private Tour To Blue Hole From Ocho Rios

Travelers get to meet and greet with the locals. Shop at the craft or flea market. Stop at the local fruits market. Overlook the entire …More

Ocho Rios, Jamaica

5.0 (2)

Private Tour To Blue Hole From Ocho Rios

Travelers get to meet and greet with the locals. Shop at the craft or flea market. Stop at the local fruits market. Overlook the entire...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$60

Private Full Day Beach Tour in Puerto Plata

This tour, which our guests will experience in five stops, will start with a quick stop at the Cacao Plantation. Then we will visit the …More

Cabarete, Dominican Republic

4.6 (7)

Private Full Day Beach Tour in Puerto Plata

This tour, which our guests will experience in five stops, will start with a quick stop at the Cacao Plantation. Then we will visit the...

4 to 6 hours Hotel pickup offered Free Cancellation

4.6 (7)

from
$60

Konoko Falls & Bamboo Beach Transportation Only

This is a tour that as a water falls and a mini zoo, Konoko also offers a 45 minutes nature walk and with knowledgeable tour …More

Ocho Rios, Jamaica

5.0 (4)

Konoko Falls & Bamboo Beach Transportation Only

This is a tour that as a water falls and a mini zoo, Konoko also offers a 45 minutes nature walk and with knowledgeable tour...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$60

Blue Hole & Konoko Falls Transportation Only

*Blue Hole as mini caves, water falls, rope jumping & a 8 minutes hiking. *Konoko Water Falls is known for its bird sanctuary, water falls …More

Ocho Rios, Jamaica

5.0 (2)

Blue Hole & Konoko Falls Transportation Only

*Blue Hole as mini caves, water falls, rope jumping & a 8 minutes hiking. *Konoko Water Falls is known for its bird sanctuary, water falls...

1 hour Hotel pickup offered Free Cancellation

5.0 (2)

from
$60

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?