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 →

This tour is unique because of the its beautiful rustic scenery of the east Coast, luxurious west coast and beaches. …More

4.9 (146)

Private Tours

This tour is unique because of the its beautiful rustic scenery of the east Coast, luxurious west coast and beaches....

5 hours Hotel pickup offered Free Cancellation

4.9 (146)

from
$180

Enjoy an unforgettable private boat experience along the beautiful coast of Punta Cana! Perfect for birthdays, bachelor and bachelorette parties, families, and groups celebrating special …More

Punta Cana, Dominican Republic

4.9 (144)

Private Luxury Double Slide Party Boat

Enjoy an unforgettable private boat experience along the beautiful coast of Punta Cana! Perfect for birthdays, bachelor and bachelorette parties, families, and groups celebrating special...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (144)

from
$1,250

Are you ready to explore St. Maarten/St. Martin in the most amazing way? Get excited we’re here to help you create a truly unforgettable tour …More

4.9 (142)

St.Maarten / St.Martin Private Tour

Are you ready to explore St. Maarten/St. Martin in the most amazing way? Get excited we’re here to help you create a truly unforgettable tour...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (142)

from
$100

Immerse yourself in the rich legacy of Barbados rum at West Indies Rum Distillery, a historic gem founded in 1893 by the visionary George Stade. …More

4.9 (141)

Stade's Rum Distillery Tour Experience

Immerse yourself in the rich legacy of Barbados rum at West Indies Rum Distillery, a historic gem founded in 1893 by the visionary George Stade....

1 hour Free Cancellation

4.9 (141)

from
$70

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried …More

5.0 (138)

The Tropical Treasure Hunt

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried...

3 hours Free Cancellation

5.0 (138)

from
$115

Quads and Furious gives you the oportunity to discover all the beauty of Sint Maarten on board of a ATV/Quad. Our tours cover both sides …More

Philipsburg, St Maarten

4.8 (136)

Quads and Furious ATV Tours & Rentals

Quads and Furious gives you the oportunity to discover all the beauty of Sint Maarten on board of a ATV/Quad. Our tours cover both sides...

4 to 24 hours Free Cancellation

4.8 (136)

from
$67

This tours is unique in that guests can customize it according to interest and time constraints. Select either a 2 hour or 4 hour tour. …More

Nassau, Bahamas

4.9 (135)

Nassau City Tour

This tours is unique in that guests can customize it according to interest and time constraints. Select either a 2 hour or 4 hour tour....

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (135)

from
$90

Authentic Curacao : Private Full island Tour

Your group will be accompanied by a friendly local guide, who will take you to the most amazing spots. Stops mentioned above are an indication …More

Willemstad, Curacao

4.9 (135)

Authentic Curacao : Private Full island Tour

Your group will be accompanied by a friendly local guide, who will take you to the most amazing spots. Stops mentioned above are an indication...

4 to 8 hours Hotel pickup offered Free Cancellation

4.9 (135)

from
$250

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious …More

5.0 (133)

Midnight Sun Charters - 37ft OBSIDIAN

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious...

5 to 8 hours Free Cancellation

5.0 (133)

from
$2,333

Explorer's Choice: Grenada Private Half Day Island Tour

Embark on a unique tour of Grenada that takes you on a journey through the island's rich history, vibrant culture and stunning natural beauty. With …More

St. George's, Grenada

4.9 (132)

Explorer's Choice: Grenada Private Half Day Island Tour

Embark on a unique tour of Grenada that takes you on a journey through the island's rich history, vibrant culture and stunning natural beauty. With...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (132)

from
$125

Private Tour Ocho Rios or Runaway Bay Bob Marley Nine Mile

WELCOME TO TOUR JAMAICA TODAY. This tour is a breath taking and an amazing experience. Your guide will meet you with a warm welcome and …More

Ocho Rios, Jamaica

5.0 (132)

Private Tour Ocho Rios or Runaway Bay Bob Marley Nine Mile

WELCOME TO TOUR JAMAICA TODAY. This tour is a breath taking and an amazing experience. Your guide will meet you with a warm welcome and...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (132)

from
$135

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure! …More

4.9 (132)

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure!...

6 hours Hotel pickup offered Free Cancellation

4.9 (132)

from
$500

When you book Nassau Historical Walking Tour you will discover the best walking tour in downtown Nassau—where history, culture, and local flavor come alive! Led …More

4.9 (129)

Nassau Historical Walking Tour

When you book Nassau Historical Walking Tour you will discover the best walking tour in downtown Nassau—where history, culture, and local flavor come alive! Led...

2 hours 30 minutes Free Cancellation

4.9 (129)

from
$60

Every morning we go out on a 2 tank dive trips by car and we dive more or less all dive sites that are reached from shore. …More

5.0 (128)

2 Tank Guided Shore Dive in Curacao

Every morning we go out on a 2 tank dive trips by car and we dive more or less all dive sites that are reached from shore....

2 to 4 hours Free Cancellation

5.0 (128)

from
$39

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling, …More

5.0 (126)

Rose Island Half-Day Snorkeling Cruise

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling,...

4 hours Free Cancellation

5.0 (126)

from
$750

The Ultimate Dominican Horseback Riding Adventure

We specialize in semi-private tours (no more than 10 riders at the time) where you are free to roam about our over 1,000 acre cattle …More

Punta Cana, Dominican Republic

4.9 (126)

The Ultimate Dominican Horseback Riding Adventure

We specialize in semi-private tours (no more than 10 riders at the time) where you are free to roam about our over 1,000 acre cattle...

5 hours Hotel pickup offered Free Cancellation

4.9 (126)

from
$99

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 Free Cancellation

4.9 (120)

from
$140

Montego Bay Jet Car w/Drone Video options

NEW Option of choosing a 3-5minute Drone Video & Photos! You now have 3 options to choose from, Jet Car including a KFC meal or …More

Montego Bay, Jamaica

4.8 (120)

Montego Bay Jet Car w/Drone Video options

NEW Option of choosing a 3-5minute Drone Video & Photos! You now have 3 options to choose from, Jet Car including a KFC meal or...

1 hour 15 minutes Hotel pickup offered Free Cancellation

4.8 (120)

from
$197

Explore St. John, Beaches and National Park Private Tour

Explore St. John with a longtime resident! This private tour is conducted in a four-door Jeep Wrangler, so it is limited to four guests. (We …More

5.0 (119)

Explore St. John, Beaches and National Park Private Tour

Explore St. John with a longtime resident! This private tour is conducted in a four-door Jeep Wrangler, so it is limited to four guests. (We...

3 hours Hotel pickup offered

5.0 (119)

from
$395

Private Luxury Catamaran Cruise in St. Lucia

Experience luxury on board our impressive 50ft Power Catamaran, complete with all the amenities. Our crew is dedicated to providing personalized trips that cater to …More

4.9 (119)

Private Luxury Catamaran Cruise in St. Lucia

Experience luxury on board our impressive 50ft Power Catamaran, complete with all the amenities. Our crew is dedicated to providing personalized trips that cater to...

4 to 8 hours Free Cancellation

4.9 (119)

from
$2,000

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?