Top Caribbean Private Sightseeing Tours

Q: 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: Private Full-Day Tour to Saona Island from Bayahibe with Lunch Private Jeep Tour: Explore Aruba's National Park Off-Road Private Party Boat with Brunch Private Morning Half-Day Snorkeling Trip Party Boat Cruise

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping 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 →

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

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

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

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

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

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

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

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

Blue Hole Mineral Spring and Ricks Cafe Private 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

4.9 (39)

Blue Hole Mineral Spring and Ricks Cafe Private 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...

5 to 8 hours Hotel pickup offered Free Cancellation

4.9 (39)

from
$105

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

Montego Bay Sightseeing, Shopping, and Bamboo Rafting

You will get to experience Jamaica authentic history, foods, culture, music. our Bamboo rafting experience comes with limestone foot massages, fresh coconut off a tree …More

Montego Bay, Jamaica

4.5 (4)

Montego Bay Sightseeing, Shopping, and Bamboo Rafting

You will get to experience Jamaica authentic history, foods, culture, music. our Bamboo rafting experience comes with limestone foot massages, fresh coconut off a tree...

5 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$106

Blue Hole and Dunn's River Falls from Montego Bay

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A scenic ride in an air conditioned vehicle …More

Runaway Bay, Jamaica

5.0 (19)

Blue Hole and Dunn's River Falls from Montego Bay

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A scenic ride in an air conditioned vehicle...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (19)

from
$106

Aruba Private Luxury AC Jeep Tour with Attractions

Experience the ultimate comfort, luxury, and privacy when exploring Aruba with our Private AC Jeep tour. Our fully air-conditioned Jeep Wrangler Unlimited is the perfect …More

Palm - Eagle Beach, Aruba

5.0 (380)

Aruba Private Luxury AC Jeep Tour with Attractions

Experience the ultimate comfort, luxury, and privacy when exploring Aruba with our Private AC Jeep tour. Our fully air-conditioned Jeep Wrangler Unlimited is the perfect...

3 to 8 hours Hotel pickup offered Free Cancellation

5.0 (380)

from
$106

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?