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 Montego Bay Shore Excursion to the Blue Hole

Make the most of Montego Bay with a 7-hour private shore excursion to the island’s top spots the Blue Hole and Secrets Falls. Take a …More

Montego Bay, Jamaica

5.0 (6)

Private Montego Bay Shore Excursion to the Blue Hole

Make the most of Montego Bay with a 7-hour private shore excursion to the island’s top spots the Blue Hole and Secrets Falls. Take a...

6 hours Free Cancellation

5.0 (6)

from
$105

Your musical pilgrimage begins with a 9am pickup from your Ocho Rios hotel. Admire the beautiful scenery as your driver navigates the narrow, winding country …More

Ocho Rios, Jamaica

5.0 (5)

Nine Mile Tour from Ocho Rios

Your musical pilgrimage begins with a 9am pickup from your Ocho Rios hotel. Admire the beautiful scenery as your driver navigates the narrow, winding country...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$105

Ahhh Ras Natango Gallery and Garden Private Tour &Transportation

Follow a guide through the serene gardens, taking in sights of hummingbirds and indigenous Jamaican plants. Listen to guided commentary as you explore, then end …More

Montego Bay, Jamaica

5.0 (2)

Ahhh Ras Natango Gallery and Garden Private Tour &Transportation

Follow a guide through the serene gardens, taking in sights of hummingbirds and indigenous Jamaican plants. Listen to guided commentary as you explore, then end...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$105

South East Sunrise (or later) E-Bike Tour

This private 2 hour South East Tour takes you beyond the tourist strips and off the beaten tracks. It is perfectly tailored to intermediate to …More

4.5 (8)

South East Sunrise (or later) E-Bike Tour

This private 2 hour South East Tour takes you beyond the tourist strips and off the beaten tracks. It is perfectly tailored to intermediate to...

2 hours Free Cancellation

4.5 (8)

from
$105

Bob Marley Birthplace, Nine Miles Tour from Ocho Rios

This amazing Country Side Tour starts with driving through the curves and turns of the breathtaking fern gully. Here your tour operator will stop for …More

Ocho Rios, Jamaica

5.0 (1)

Bob Marley Birthplace, Nine Miles Tour from Ocho Rios

This amazing Country Side Tour starts with driving through the curves and turns of the breathtaking fern gully. Here your tour operator will stop for...

170 to 200 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$105

Private Speed Boat Charter in St Maarten & Nature Reserve

Board on a premium style speed boat for a private day charter around St Martin/St Maarten! You can fully personalize your day and do exactly …More

5.0 (92)

Private Speed Boat Charter in St Maarten & Nature Reserve

Board on a premium style speed boat for a private day charter around St Martin/St Maarten! You can fully personalize your day and do exactly...

3 to 7 hours Free Cancellation

5.0 (92)

from
$104

Dunns River Falls & Blue Hole in ocho Rios frm Negril/Montego Bay

Experience the ultimate Jamaican adventure with our exclusive Combo Tour to Dunn's River and Blue Hole! Conquer the iconic Dunn's River Falls, hand in hand …More

Negril, Jamaica

3.0 (2)

Dunns River Falls & Blue Hole in ocho Rios frm Negril/Montego Bay

Experience the ultimate Jamaican adventure with our exclusive Combo Tour to Dunn's River and Blue Hole! Conquer the iconic Dunn's River Falls, hand in hand...

4 to 6 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$104

Experience Antigua ( 2 persons and above only )

Our tour package offers a compact day tour visiting some of our islands rich historical sites, while enjoying drinks on board our lovely air conditioned …More

Five Islands Village, Antigua and Barbuda

4.8 (26)

Experience Antigua ( 2 persons and above only )

Our tour package offers a compact day tour visiting some of our islands rich historical sites, while enjoying drinks on board our lovely air conditioned...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (26)

from
$104

Great River Rafting with Limestone body or Foot Massage

This tour offers great river rafting and limestone massage. This rafting experience is unique because it offers the highly sort after limestone massage.Learn about Jamaica’s …More

Montego Bay, Jamaica

5.0 (3)

Great River Rafting with Limestone body or Foot Massage

This tour offers great river rafting and limestone massage. This rafting experience is unique because it offers the highly sort after limestone massage.Learn about Jamaica’s...

1 hour Hotel pickup offered Free Cancellation

5.0 (3)

from
$103

Rocky Thursday Special Group Tour from Negril and Grand Pallaidium Hotel

This is a day tour to three attractions on the southern side of the Island. The attractions visited are the Black River Safari, Floyd’s Pelican …More

Lucea, Jamaica

5.0 (1)

Rocky Thursday Special Group Tour from Negril and Grand Pallaidium Hotel

This is a day tour to three attractions on the southern side of the Island. The attractions visited are the Black River Safari, Floyd’s Pelican...

7 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$103

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten. …More

5.0 (3)

Sint Maarten Private Sunset Cruise

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten....

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$103

Authentic Jamaican Bamboo Rafting Tour from Montego Bay

With your captain steering the raft from the rear, you use teamwork to navigate the beautiful Martha Brae river, enjoy passing over multiple rapids and …More

Montego Bay, Jamaica

4.7 (7)

Authentic Jamaican Bamboo Rafting Tour from Montego Bay

With your captain steering the raft from the rear, you use teamwork to navigate the beautiful Martha Brae river, enjoy passing over multiple rapids and...

4 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$103

Jamaica is one of the four places in the world that has a luminous lagoon otherwise called glistening waters. The water glows at night when …More

Negril, Jamaica

5.0 (7)

Luminous Lagoon Private Tour

Jamaica is one of the four places in the world that has a luminous lagoon otherwise called glistening waters. The water glows at night when...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$103

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the …More

Lucea, Jamaica

5.0 (1)

Pelican Bar and Ys Falls Private Tour

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$103

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great …More

Falmouth, Jamaica

4.7 (20)

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (20)

from
$102

Damajagua Waterfalls + Puerto Plata City Tour+ Chocolate and Rum

The best private tour for all who want spend 1 very special day in Puerto Plata. First have fun in the natural water park by …More

Puerto Plata, Dominican Republic

4.5 (4)

Damajagua Waterfalls + Puerto Plata City Tour+ Chocolate and Rum

The best private tour for all who want spend 1 very special day in Puerto Plata. First have fun in the natural water park by...

6 to 7 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$102

Seven Mile's Beach Snorkeling & Ricks Cafe Sunset Tour Day Trip

this activity is an all-day adventure exploring Jamaica's South Coast. Snorkeling and explore marine life by boarding a glass batton boat to the Pinic-Island, relax …More

Montego Bay, Jamaica

5.0 (11)

Seven Mile's Beach Snorkeling & Ricks Cafe Sunset Tour Day Trip

this activity is an all-day adventure exploring Jamaica's South Coast. Snorkeling and explore marine life by boarding a glass batton boat to the Pinic-Island, relax...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$101

Dunns River Falls, Zipline, Bamboo Rafting & Horseback Tour

Ultimate Adventure - 4-in-1 Tour! Embark on an epic journey with 876 Adventures LLC and experience four exhilarating activities in a single day! First, conquer …More

Montego Bay, Jamaica

5.0 (2)

Dunns River Falls, Zipline, Bamboo Rafting & Horseback Tour

Ultimate Adventure - 4-in-1 Tour! Embark on an epic journey with 876 Adventures LLC and experience four exhilarating activities in a single day! First, conquer...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Dominica Waterfalls Full Day Private Expedition @ AUTOP TOURS

My motto is "The dream is never over". Guest will experience all there is to do and deliver that "wow". I don't hustle my guest, …More

4.9 (32)

Dominica Waterfalls Full Day Private Expedition @ AUTOP TOURS

My motto is "The dream is never over". Guest will experience all there is to do and deliver that "wow". I don't hustle my guest,...

5 to 6 hours Free Cancellation

4.9 (32)

from
$100

Lucia Private Boat to Soufriere Snorkeling Sightseeing Beach

Exclusive Private Boat Tour in St. Lucia - Certified & Cruise Guarantee Escape the Crowds: Experience the Sea, Sand, and Sun on Your Own Terms …More

Anse La Raye, St Lucia

5.0 (182)

Lucia Private Boat to Soufriere Snorkeling Sightseeing Beach

Exclusive Private Boat Tour in St. Lucia - Certified & Cruise Guarantee Escape the Crowds: Experience the Sea, Sand, and Sun on Your Own Terms...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (182)

from
$100

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?