Top Caribbean Private Sightseeing 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 →

Private Horseback Ride and Swim from Montego Bay

BucketList Jamaica horseback ride and swim is one of the top things to do while on vacation in Jamaica. Let us whisk you away from …More

Montego Bay, Jamaica

5.0 (1)

Private Horseback Ride and Swim from Montego Bay

BucketList Jamaica horseback ride and swim is one of the top things to do while on vacation in Jamaica. Let us whisk you away from...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Experience the delicious flavors of the Bahamas on a food and rum tour. Sample traditional Bahamian dishes such as conch fritters and johnnycakes, and wash …More

Nassau, Bahamas

5.0 (1)

Food and Rum Tour

Experience the delicious flavors of the Bahamas on a food and rum tour. Sample traditional Bahamian dishes such as conch fritters and johnnycakes, and wash...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Secret Falls, Blue Hole, and Horseback Riding from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills …More

Runaway Bay, Jamaica

4.2 (17)

Secret Falls, Blue Hole, and Horseback Riding from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills...

3 to 5 hours Hotel pickup offered Free Cancellation

4.2 (17)

from
$160

Falls Flyer Zipline and Dunn's River Falls Adventure Tour from Falmouth

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica. …More

Trelawny, Jamaica

5.0 (2)

Falls Flyer Zipline and Dunn's River Falls Adventure Tour from Falmouth

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica....

6 to 7 hours Free Cancellation

5.0 (2)

from
$162

Rockland Birds Sanctuary & Bamboo Rafting With Limestone Massage

Booking a bird sanctuary and bamboo rafting combo tour offers a unique blend of tranquility, natural beauty, and adventure, making it an unforgettable experience for …More

Lucea, Jamaica

5.0 (1)

Rockland Birds Sanctuary & Bamboo Rafting With Limestone Massage

Booking a bird sanctuary and bamboo rafting combo tour offers a unique blend of tranquility, natural beauty, and adventure, making it an unforgettable experience for...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$162

Combo Tour: Dunn's River Falls And Horse Back Riding

This tour is design to make visitors get a two in one experience of the beautiful Island Jamaica. You will be pickup from your Cruise …More

Montego Bay, Jamaica

5.0 (1)

Combo Tour: Dunn's River Falls And Horse Back Riding

This tour is design to make visitors get a two in one experience of the beautiful Island Jamaica. You will be pickup from your Cruise...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$164

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Negril, Jamaica

5.0 (2)

Local food tour and local fields

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$164

This is a Private and Boutique tour! Each party gets their own private Jeep driven by your Pirate Tour Guide! (minimum requirement of 2 persons) …More

Nassau, Bahamas

4.9 (1,590)

Pirate Jeep Sightseeing Adventure!

This is a Private and Boutique tour! Each party gets their own private Jeep driven by your Pirate Tour Guide! (minimum requirement of 2 persons)...

3 hours Hotel pickup offered Free Cancellation

4.9 (1,590)

from
$165

St. Lucia Private Boat Tour, Mud Bath, Waterfall & Beach Time

Looking for a private speedboat tour? This is a private tour where you may visit the volcano, mud bath, and waterfall by private taxi, which …More

Anse La Raye, St Lucia

4.9 (105)

St. Lucia Private Boat Tour, Mud Bath, Waterfall & Beach Time

Looking for a private speedboat tour? This is a private tour where you may visit the volcano, mud bath, and waterfall by private taxi, which...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (105)

from
$165

This tour is 100% private, just you, your family or friends. No rushing, no sharing with strangers and no large tour buses. Simply enjoy Bonaire …More

Kralendijk, Bonaire

5.0 (56)

Private Bonaire North & South Tour

This tour is 100% private, just you, your family or friends. No rushing, no sharing with strangers and no large tour buses. Simply enjoy Bonaire...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$165

Baby Beach and San Nicolas Art Murals Private EZ Raider Adventure

This is a East Coast adventure with the exclusive Electric 4-wheeler EZ Raider with beach time at Baby Beach. Follow the tour guide to unique …More

5.0 (38)

Baby Beach and San Nicolas Art Murals Private EZ Raider Adventure

This is a East Coast adventure with the exclusive Electric 4-wheeler EZ Raider with beach time at Baby Beach. Follow the tour guide to unique...

3 hours Hotel pickup offered Free Cancellation

5.0 (38)

from
$165

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No …More

La Romana, Dominican Republic

4.9 (43)

Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$165

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Private Guided Beach Meditation & Hike + Transfer

Private Beach Meditation + Nature Walk/Hike + Tour guide + meditation teacher Have you considered trying something new during your vacation? Get The Real Experience …More

Paradera, Aruba

5.0 (6)

Private Guided Beach Meditation & Hike + Transfer

Private Beach Meditation + Nature Walk/Hike + Tour guide + meditation teacher Have you considered trying something new during your vacation? Get The Real Experience...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$165

Private ATV Ride and sightseeing Tour from Montego Bay

This tour allows travelers to know the western side of Jamaica. Traveling along the coast you can enjoy the scenery of the beautiful Caribbean Sea. …More

Montego Bay, Jamaica

5.0 (2)

Private ATV Ride and sightseeing Tour from Montego Bay

This tour allows travelers to know the western side of Jamaica. Traveling along the coast you can enjoy the scenery of the beautiful Caribbean Sea....

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

2-Hours Private Charter Tour in Turks and Caicos

Our boat's name is the Sea Legend. It's a 27 ft. Hurricane Boat. This boat can carry a maximum of 8 people. Cruise along the …More

5.0 (7)

2-Hours Private Charter Tour in Turks and Caicos

Our boat's name is the Sea Legend. It's a 27 ft. Hurricane Boat. This boat can carry a maximum of 8 people. Cruise along the...

2 hours Hotel pickup offered

5.0 (7)

from
$165

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get …More

Ocho Rios, Jamaica

4.6 (5)

Ocho Rios ATV Dirt Adventure Tour

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get...

2 to 3 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$165

With this tour travelers will have the option of choosing 3 activities from a list of 4 which includes:Dunn's River Falls, Calypso River Tubing, Margaritaville …More

Montego Bay, Jamaica

4.5 (4)

Ocho Rios Day Tour 3 in 1 Combo

With this tour travelers will have the option of choosing 3 activities from a list of 4 which includes:Dunn's River Falls, Calypso River Tubing, Margaritaville...

8 to 9 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$165

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 (2)

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...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

Grenada: La Sagesse Beach & Royal Mt. Carmel Waterfall Tour

This isn't the tour everyone takes. This is the tour everyone WISHES they had taken! A Waterfall Worth Every Step Royal Mt. Carmel is a …More

5.0 (1)

Grenada: La Sagesse Beach & Royal Mt. Carmel Waterfall Tour

This isn't the tour everyone takes. This is the tour everyone WISHES they had taken! A Waterfall Worth Every Step Royal Mt. Carmel is a...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

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?

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?