Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 St Maarten Island Sightseeing Tour

Uncover the magic of St. Maarten during this private 5-hour sightseeing tour. Visit some of the island’s most famous locations including Great Bay, Cole Bay …More

5.0 (32)

Private St Maarten Island Sightseeing Tour

Uncover the magic of St. Maarten during this private 5-hour sightseeing tour. Visit some of the island’s most famous locations including Great Bay, Cole Bay...

5 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$600

ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay

3 thrilling activities, 2 unforgettable cities! Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and …More

Ocho Rios, Jamaica

5.0 (32)

ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay

3 thrilling activities, 2 unforgettable cities! Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$110

Airport Round transfer Excellence,Coral Springs,Paladium, Royaltan Blue Waters

This is a private round trip transportation to accommodations that we drive at least 45 minutes to the hotels and a stop IF needs be …More

Montego Bay, Jamaica

5.0 (32)

Airport Round transfer Excellence,Coral Springs,Paladium, Royaltan Blue Waters

This is a private round trip transportation to accommodations that we drive at least 45 minutes to the hotels and a stop IF needs be...

45 to 50 minutes Hotel pickup offered Free Cancellation

5.0 (32)

from
$110

Private FullDay Stingray City, Snorkeling, Kaibo Bar & Grill and Starfish Beach

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time …More

Grand Cayman, Cayman Islands

5.0 (32)

Private FullDay Stingray City, Snorkeling, Kaibo Bar & Grill and Starfish Beach

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time...

5 hours Free Cancellation

5.0 (32)

from
$1,200

Half-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, fresh water shower, private facilities and ample storage …More

5.0 (32)

Half-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, fresh water shower, private facilities and ample storage...

4 hours Free Cancellation

5.0 (32)

from
$750

Castries Market Walking Food Tour by LUCIAN FOOD TOURS

Dive into Saint Lucia’s culture and history… through food! The Castries Market is the heart of the island for local food, produce and arts and …More

4.9 (32)

Castries Market Walking Food Tour by LUCIAN FOOD TOURS

Dive into Saint Lucia’s culture and history… through food! The Castries Market is the heart of the island for local food, produce and arts and...

2 hours 30 minutes Free Cancellation

4.9 (32)

from
$76

Guided Tour in the Colonial Zone of Santo Domingo

Explore the Colonial Zone on a 2- to 3-hour tour with our expert staff certified by the Ministry of Tourism. Includes entrance fees to the …More

4.8 (31)

Guided Tour in the Colonial Zone of Santo Domingo

Explore the Colonial Zone on a 2- to 3-hour tour with our expert staff certified by the Ministry of Tourism. Includes entrance fees to the...

3 hours Free Cancellation

4.8 (31)

from
$65

Fajardo 5-Hour Private Boat & Snorkeling Charter with Charcuterie

Spend five hours aboard Manta, a 27-foot Boston Whaler reserved exclusively for your group of up to six guests. A licensed local captain and crew …More

Fajardo, Puerto Rico

5.0 (31)

Fajardo 5-Hour Private Boat & Snorkeling Charter with Charcuterie

Spend five hours aboard Manta, a 27-foot Boston Whaler reserved exclusively for your group of up to six guests. A licensed local captain and crew...

5 hours Free Cancellation

5.0 (31)

from
$900

Private Cultural Bamboo Rafting & Limestone Massage in Montego Bay

Experience our amazing local Bamboo Raft adventure on one of the most breathtaking rivers in Jamaica. Get on board a handcrafted 30ft bamboo raft at …More

Montego Bay, Jamaica

5.0 (31)

Private Cultural Bamboo Rafting & Limestone Massage in Montego Bay

Experience our amazing local Bamboo Raft adventure on one of the most breathtaking rivers in Jamaica. Get on board a handcrafted 30ft bamboo raft at...

4 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$95

Side-by-Side Off-Road Adventure Guided Tour - Grand Turk

Get ready for the ultimate thrill-seeking adventure in Grand Turk! Join our side-by-side excursion, where you'll traverse through rugged terrain, cruise through our streets, and …More

4.9 (31)

Side-by-Side Off-Road Adventure Guided Tour - Grand Turk

Get ready for the ultimate thrill-seeking adventure in Grand Turk! Join our side-by-side excursion, where you'll traverse through rugged terrain, cruise through our streets, and...

1 hour 30 minutes Free Cancellation

4.9 (31)

from
$199

#1 Rated 4 Hour Private Rose Island Tour Beach Snorkeling Turtles

Explore the stunning waters of the Bahamas aboard a 28 ft Regulator FS Center Console with RiG Charters. Perfect for up to eight guests, this …More

5.0 (31)

#1 Rated 4 Hour Private Rose Island Tour Beach Snorkeling Turtles

Explore the stunning waters of the Bahamas aboard a 28 ft Regulator FS Center Console with RiG Charters. Perfect for up to eight guests, this...

4 hours Free Cancellation

5.0 (31)

from
$1,100

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you …More

5.0 (31)

Aruba 6 Hours Private Island Tour

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you...

6 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$135

Make your own iterinary of the Island. 6 hours for up to 20 persons. Iterinary can be customized to your liking. …More

Palm - Eagle Beach, Aruba

5.0 (30)

Open Bus Island private tours

Make your own iterinary of the Island. 6 hours for up to 20 persons. Iterinary can be customized to your liking....

6 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$700

Maximize your time in Aruba with me on this guided private sightseeing Tour that takes you to many of the Island greatest landmarks. Learn about …More

Palm - Eagle Beach, Aruba

5.0 (30)

Aruba Private Tours on a ac bus

Maximize your time in Aruba with me on this guided private sightseeing Tour that takes you to many of the Island greatest landmarks. Learn about...

4 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$595

Private Bamboo Rafting Tour with Leg Massage and Hip-Strip

Private transportation for you and your group only without the hassle of multiple stops along the way to pickup others that you do not know. …More

Montego Bay, Jamaica

4.9 (30)

Private Bamboo Rafting Tour with Leg Massage and Hip-Strip

Private transportation for you and your group only without the hassle of multiple stops along the way to pickup others that you do not know....

5 hours Hotel pickup offered Free Cancellation

4.9 (30)

from
$120

Travelers searching for the best Blue Hole Ocho Rios tour will find this top-rated waterfall and cliff diving experience in Jamaica delivers nonstop adventure and …More

Runaway Bay, Jamaica

4.8 (30)

Blue Hole Ocho Rios

Travelers searching for the best Blue Hole Ocho Rios tour will find this top-rated waterfall and cliff diving experience in Jamaica delivers nonstop adventure and...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (30)

from
$63

Bachelorette Party in Punta Cana Party Bus

Best option to enjoy your Bachelorette party on board the most luxurious party bus, visiting one of the hottest nightclubs in Punta Cana …More

Punta Cana, Dominican Republic

4.9 (30)

Bachelorette Party in Punta Cana Party Bus

Best option to enjoy your Bachelorette party on board the most luxurious party bus, visiting one of the hottest nightclubs in Punta Cana...

4 hours Hotel pickup offered Free Cancellation

4.9 (30)

from
$130

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of …More

Tortola, British Virgin Islands

5.0 (30)

BVI Private Day Charters

Experience the BVI Like Never Before with TRC Powerboat Charters, we go beyond just boat charters—we create unforgettable, tailor-made experiences on the crystal-clear waters of...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$1,236

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero …More

Fajardo, Puerto Rico

5.0 (29)

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero...

6 hours Free Cancellation

5.0 (29)

from
$1,690

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your …More

4.9 (29)

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your...

20 to 40 minutes Free Cancellation

4.9 (29)

from
$149

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?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?