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 →

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next, …More

Willemstad, Curacao

5.0 (6)

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$155

Grenada Full-Day Tour: Sulphur Springs, Rum, Lake & Chocolate

This full-day tour blends culture, history, and relaxation in one unforgettable experience. From indulging in a natural sulphur mud bath, to tasting world-class rum at …More

St. George's, Grenada

5.0 (6)

Grenada Full-Day Tour: Sulphur Springs, Rum, Lake & Chocolate

This full-day tour blends culture, history, and relaxation in one unforgettable experience. From indulging in a natural sulphur mud bath, to tasting world-class rum at...

6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$155

St. Thomas Full Day Private Boat Charter for Beaches & Snorkeling

Explore the stunning waters of St. Thomas with a private boat charter that offers flexibility and comfort for up to six guests. Choose from half-day, …More

5.0 (6)

St. Thomas Full Day Private Boat Charter for Beaches & Snorkeling

Explore the stunning waters of St. Thomas with a private boat charter that offers flexibility and comfort for up to six guests. Choose from half-day,...

5 to 6 hours Free Cancellation

5.0 (6)

from
$1,950

Bali Style Swing with Dress Rental, Drone Shoot and Pick Up

Soar above Jamaica’s lush tropical scenery on this Bali-style swing experience, offering breathtaking panoramic views of the island’s stunning landscapes. Perfect for adventurers, couples, and …More

Falmouth, Jamaica

4.8 (5)

Bali Style Swing with Dress Rental, Drone Shoot and Pick Up

Soar above Jamaica’s lush tropical scenery on this Bali-style swing experience, offering breathtaking panoramic views of the island’s stunning landscapes. Perfect for adventurers, couples, and...

1 hour Hotel pickup offered Free Cancellation

4.8 (5)

from
$100

Afternoon & Sunset Private Charter During the "Golden Hours"

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset) …More

4.8 (5)

Afternoon & Sunset Private Charter During the "Golden Hours"

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset)...

3 hours Free Cancellation

4.8 (5)

from
$695

Dunn's River Falls & Blue Hole from Montego Bay or Falmouth

Spend a full day in beautiful Ocho Rios on an eco adventure. Visit 2 of Northern Jamaica's most attractive outdoor spots. Climb the majestic Dunn's …More

Montego Bay, Jamaica

5.0 (5)

Dunn's River Falls & Blue Hole from Montego Bay or Falmouth

Spend a full day in beautiful Ocho Rios on an eco adventure. Visit 2 of Northern Jamaica's most attractive outdoor spots. Climb the majestic Dunn's...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$70

Harmony Beach & Park at Day and Luminous Blue Lagoon at Night

Spend the afternoon relaxing at Harmony Beach Park in Montego Bay, with time to swim, unwind, and enjoy the waterfront atmosphere. After sunset, travel to …More

Montego Bay, Jamaica

5.0 (5)

Harmony Beach & Park at Day and Luminous Blue Lagoon at Night

Spend the afternoon relaxing at Harmony Beach Park in Montego Bay, with time to swim, unwind, and enjoy the waterfront atmosphere. After sunset, travel to...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$130

YS Falls and The Pelican Bar Adventure Tour from Negril

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to …More

Negril, Jamaica

4.8 (5)

YS Falls and The Pelican Bar Adventure Tour from Negril

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to...

8 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$170

No1Sxm Private Intimate Day Sail in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west …More

4.8 (5)

No1Sxm Private Intimate Day Sail in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west...

5 hours 30 minutes Free Cancellation

4.8 (5)

from
$124

Private Off-Road Adventure to Cave Pool and Tres Trapi

This tour takes you to the Casibari Rock Formation where you get to climb the rock and take panoramic pictures of Aruba. We will continue …More

Oranjestad, Aruba

5.0 (5)

Private Off-Road Adventure to Cave Pool and Tres Trapi

This tour takes you to the Casibari Rock Formation where you get to climb the rock and take panoramic pictures of Aruba. We will continue...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$89

Falmouth Foodie Tour with City Highlights

Our journey starts with a drive into the heart of the city of Falmouth. Locals are known to "mek fashion" with whatever food is in …More

Falmouth, Jamaica

5.0 (5)

Falmouth Foodie Tour with City Highlights

Our journey starts with a drive into the heart of the city of Falmouth. Locals are known to "mek fashion" with whatever food is in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

Don't Worry - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Don't Worry, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a …More

5.0 (5)

Don't Worry - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Don't Worry, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a...

4 hours Free Cancellation

5.0 (5)

from
$210

Discover Old San Juan: A Private Half-Day Tour

Step into the soul of Puerto Rico with this customizable private tour of Old San Juan. With comfortable transportation and a flexible itinerary, you’ll explore …More

Isla Verde, Puerto Rico

5.0 (5)

Discover Old San Juan: A Private Half-Day Tour

Step into the soul of Puerto Rico with this customizable private tour of Old San Juan. With comfortable transportation and a flexible itinerary, you’ll explore...

4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$98

Private Clear Boat experience in Grace Bay

Come aboard our truly unique 100% Clear Boats. These are NOT your average glass bottom boat but a 100% clear boat. This tour is for …More

5.0 (5)

Private Clear Boat experience in Grace Bay

Come aboard our truly unique 100% Clear Boats. These are NOT your average glass bottom boat but a 100% clear boat. This tour is for...

1 hour 15 minutes Free Cancellation

5.0 (5)

from
$1,299

Private St. George's Tour with Old State House Access

Explore the UNESCO World Heritage Town of St. George's on a private 2.5-hour historical walking tour. Enjoy exclusive interior access to the Old State House, …More

5.0 (5)

Private St. George's Tour with Old State House Access

Explore the UNESCO World Heritage Town of St. George's on a private 2.5-hour historical walking tour. Enjoy exclusive interior access to the Old State House,...

2 hours 30 minutes Free Cancellation

5.0 (5)

from
$95

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to …More

Tortola, British Virgin Islands

5.0 (5)

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to...

7 hours Free Cancellation

5.0 (5)

from
$1,950

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike …More

5.0 (5)

Private “Sail & Hike” Tour of Grenada

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike...

8 hours Free Cancellation

5.0 (5)

from
$302

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril, …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small …More

5.0 (5)

Private Beach Day and 50ft Sun Seeker or 33ft Boat 1-10 Guests

The 50ft Sun Seeker Motor Yacht is the ideal vessel for beach days. Whether you're a young family that needs the extra shade, a small...

6 hours Free Cancellation

5.0 (5)

from
$1,760

Barbados: Private Island Tour With Green Monkey Experience

Experience the best of Barbados in just 5 unforgettable hours! This scenic island tour takes you on a journey through lush countryside, rugged coastlines, and …More

5.0 (5)

Barbados: Private Island Tour With Green Monkey Experience

Experience the best of Barbados in just 5 unforgettable hours! This scenic island tour takes you on a journey through lush countryside, rugged coastlines, and...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$405

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?