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: Mojito - Half Day Private Catamaran Cruise - St Maarten Sightseeing Tour of Montego Bay City w/ Options to Personalize Let me take you to Caicos Jetski safari Private Tour 2-Hours Private Charter Tour in Turks and Caicos Full Day Beach BBQ Turks and Caicos

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 →

Private Blue Hole Mineral Spring Tour From Montego Bay

Experience the thrill of jumping off the cliff (or climb down a ladder) 22 ft. to swim in Blue Hole's cool mineral water reputed to …More

Montego Bay, Jamaica

5.0 (2)

Private Blue Hole Mineral Spring Tour From Montego Bay

Experience the thrill of jumping off the cliff (or climb down a ladder) 22 ft. to swim in Blue Hole's cool mineral water reputed to...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$138

9 mile Bob Marley Musoleum Private Day Trip From Montego Bay

If your a true Bob Marley fan, then why not check out his Birth place in nine mile St Ann’s . It’s a long adventurous …More

Montego Bay, Jamaica

3.0 (1)

9 mile Bob Marley Musoleum Private Day Trip From Montego Bay

If your a true Bob Marley fan, then why not check out his Birth place in nine mile St Ann’s . It’s a long adventurous...

2 to 3 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$138

VIP Private Dunn's River Falls Ocho Rios Private Experience

What Makes This Tour Unique? This VIP Private Dunn’s River Falls Ocho Rios Experience is fully private and tailored to your pace — no large …More

Montego Bay, Jamaica

4.9 (18)

VIP Private Dunn's River Falls Ocho Rios Private Experience

What Makes This Tour Unique? This VIP Private Dunn’s River Falls Ocho Rios Experience is fully private and tailored to your pace — no large...

2 to 6 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$138

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian …More

Kingston, Jamaica

5.0 (4)

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$139

Family Heritage Walking Tour in Old San Juan

Explore the historic Old San Juan on this exclusive private family walking tour, designed to delight both kids and adults. Wander through ancient streets, colorful …More

5.0 (18)

Family Heritage Walking Tour in Old San Juan

Explore the historic Old San Juan on this exclusive private family walking tour, designed to delight both kids and adults. Wander through ancient streets, colorful...

3 hours Free Cancellation

5.0 (18)

from
$139

Kingston Day Trip -Devon House, Bob Marley & Murals in Kingston.

YOU CANNOT MISS OUT ON THIS 4 IN 1 PACKAGE DEAL + A BONUS! Let us take you on a journey where you’ll get to …More

Kingston, Jamaica

5.0 (48)

Kingston Day Trip -Devon House, Bob Marley & Murals in Kingston.

YOU CANNOT MISS OUT ON THIS 4 IN 1 PACKAGE DEAL + A BONUS! Let us take you on a journey where you’ll get to...

6 hours Hotel pickup offered Free Cancellation

5.0 (48)

from
$139

Caving Exploration Adventure at Harrison's Cave

- Elbow pads, knee pads and helmets are provided - Participate in a 10-minute demonstration with the Spelunking Guide on the types of crawls you …More

5.0 (18)

Caving Exploration Adventure at Harrison's Cave

- Elbow pads, knee pads and helmets are provided - Participate in a 10-minute demonstration with the Spelunking Guide on the types of crawls you...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (18)

from
$139

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the …More

Negril, Jamaica

4.9 (14)

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the...

4 hours Hotel pickup offered

4.9 (14)

from
$139

Blue Hole Waterfalls and Bamboo Rafting with Transportation

On this tour, you will get to experience the Blue Hole Secret Waterfalls and Bamboo River rafting on the Great White River. travel comfortably in …More

Ocho Rios, Jamaica

5.0 (5)

Blue Hole Waterfalls and Bamboo Rafting with Transportation

On this tour, you will get to experience the Blue Hole Secret Waterfalls and Bamboo River rafting on the Great White River. travel comfortably in...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$139

Private St Lucia Drive-In Volcano, Mud Baths & Waterfall

Here is your opportunity to see the Sulphur Springs - The Caribbean's Only Drive-In Volcano, the therapeutic black water pools, and volcanic mud baths! We …More

Marigot Bay, St Lucia

4.9 (120)

Private St Lucia Drive-In Volcano, Mud Baths & Waterfall

Here is your opportunity to see the Sulphur Springs - The Caribbean's Only Drive-In Volcano, the therapeutic black water pools, and volcanic mud baths! We...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (120)

from
$140

Fast Track (Expedited Arrival) & FREE Transfer To Hotel/Airbnb

All excited about traveling to St Lucia, I am sure you heard lots of good things about this beautiful island. Counting down your days before …More

4.7 (103)

Fast Track (Expedited Arrival) & FREE Transfer To Hotel/Airbnb

All excited about traveling to St Lucia, I am sure you heard lots of good things about this beautiful island. Counting down your days before...

10 to 20 minutes Free Cancellation

4.7 (103)

from
$140

Rafting at the Martha Brae is rated number one activity in Jamaica. You will be rafted by an educated tour guide helping you to discover …More

Montego Bay, Jamaica

4.9 (73)

Martha Brae River Rafting Private Tour

Rafting at the Martha Brae is rated number one activity in Jamaica. You will be rafted by an educated tour guide helping you to discover...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (73)

from
$140

Private Customized Island Tour of Barbados

Be chauffeured around the island in a private vehicle as you visit attractions and take in spectacular views. Travel at your own pace with your …More

4.9 (258)

Private Customized Island Tour of Barbados

Be chauffeured around the island in a private vehicle as you visit attractions and take in spectacular views. Travel at your own pace with your...

4 hours Hotel pickup offered Free Cancellation

4.9 (258)

from
$140

Embark on a thrilling adventure and explore the natural beauty of Saint Lucia with the Gros Piton Hike. This iconic trek offers an unforgettable experience. …More

Anse La Raye, St Lucia

4.4 (101)

Gros Piton Hike St Lucia

Embark on a thrilling adventure and explore the natural beauty of Saint Lucia with the Gros Piton Hike. This iconic trek offers an unforgettable experience....

4 to 5 hours Hotel pickup offered Free Cancellation

4.4 (101)

from
$140

With Us You Can Expect A Professional Tour Mixed With Fun Throughout, Added With Great Customer Service Skills That Leaves Everyone Feeling Involved In Every …More

St. George's, Grenada

4.9 (37)

Half Day Private Tour of The Spice Isle

With Us You Can Expect A Professional Tour Mixed With Fun Throughout, Added With Great Customer Service Skills That Leaves Everyone Feeling Involved In Every...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$140

Half Day Private Tour in St. Lucia Jeep Wrangler

This open top jeep experience offers you a private, one on one feel of the island in every aspect. Just you and our local driver/guide …More

Anse La Raye, St Lucia

5.0 (42)

Half Day Private Tour in St. Lucia Jeep Wrangler

This open top jeep experience offers you a private, one on one feel of the island in every aspect. Just you and our local driver/guide...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$140

This unique, customised, and family friendly tour is the only one being offered in St. Kitts that takes in the Wingfield Estate and rustic St …More

4.2 (64)

Saint Kitts Train Trek

This unique, customised, and family friendly tour is the only one being offered in St. Kitts that takes in the Wingfield Estate and rustic St...

3 hours Hotel pickup offered Free Cancellation

4.2 (64)

from
$140

Private All-Inclusive Sea and Land Tour in St Lucia

Explore St. Lucia's highlights through a guided half-day tour by sea and land. Begin your journey cruising along the island's stunning coastline en route to …More

Rodney Bay, St Lucia

5.0 (12)

Private All-Inclusive Sea and Land Tour in St Lucia

Explore St. Lucia's highlights through a guided half-day tour by sea and land. Begin your journey cruising along the island's stunning coastline en route to...

5 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$140

Stepping High Mountain Tour and Blue Hole Mineral Spring from Negril

You will be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the …More

Negril, Jamaica

5.0 (11)

Stepping High Mountain Tour and Blue Hole Mineral Spring from Negril

You will be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$140

Stepping High Mountain Rastafari Herbs Tour

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the …More

Negril, Jamaica

5.0 (15)

Stepping High Mountain Rastafari Herbs Tour

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$140

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?