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 →

Icacos or Palomino Private Sunset Boat Tour from Fajardo PR

You want to do something different? Enjoy a private boat sunset experience on a private island from the east coast of Puerto Rico. This is …More

Fajardo, Puerto Rico

4.8 (18)

Icacos or Palomino Private Sunset Boat Tour from Fajardo PR

You want to do something different? Enjoy a private boat sunset experience on a private island from the east coast of Puerto Rico. This is...

2 hours Free Cancellation

4.8 (18)

from
$399

Float & Feast Private Party Cruise with Premium Buffet & Open Bar

Our tour is not just a boat ride — it’s your own private party at sea! What sets us apart is the perfect mix of …More

Punta Cana, Dominican Republic

5.0 (18)

Float & Feast Private Party Cruise with Premium Buffet & Open Bar

Our tour is not just a boat ride — it’s your own private party at sea! What sets us apart is the perfect mix of...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$1,700

Montego Bay Nightlife Tour with Private Transportation

This tour ensures the safety of the passengers are paramount. The driver will be there as your personal assistant to offer you assistance and security. …More

Montego Bay, Jamaica

5.0 (18)

Montego Bay Nightlife Tour with Private Transportation

This tour ensures the safety of the passengers are paramount. The driver will be there as your personal assistant to offer you assistance and security....

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (18)

from
$25

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

With narration of our history, culture, economics and daily lives of our people this tour leaves Port zante, the st.kitts marriott or any other place …More

5.0 (18)

Best of St. Kitts Private Half Day Tour

With narration of our history, culture, economics and daily lives of our people this tour leaves Port zante, the st.kitts marriott or any other place...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$240

Discover the beauty of Cayo Icacos, Puerto Rico, on a private boat excursion departing from Marina Puerto del Rey in Fajardo. Enjoy crystal-clear turquoise waters, …More

Fajardo, Puerto Rico

5.0 (18)

Fajardo Puerto Rico Private Boat Tour to Cayo Icacos

Discover the beauty of Cayo Icacos, Puerto Rico, on a private boat excursion departing from Marina Puerto del Rey in Fajardo. Enjoy crystal-clear turquoise waters,...

4 hours Free Cancellation

5.0 (18)

from
$850

Are you ready to experience the best of Grand Cayman from the water? Come join us at Cayman Ocean Adventures, a proud Kelly family-owned business. …More

Seven Mile Beach, Cayman Islands

5.0 (18)

Stingray City Private Charter

Are you ready to experience the best of Grand Cayman from the water? Come join us at Cayman Ocean Adventures, a proud Kelly family-owned business....

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$1,850

Bamboo River Rafting with Limestone Foot Massage

With Brooks Tours Ja, you can experience the thrills of rafting on the Great River at Lethe while also enjoying a well-deserved foot massage. Rafting …More

Montego Bay, Jamaica

5.0 (18)

Bamboo River Rafting with Limestone Foot Massage

With Brooks Tours Ja, you can experience the thrills of rafting on the Great River at Lethe while also enjoying a well-deserved foot massage. Rafting...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$129

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

Montego Bay, Jamaica

5.0 (18)

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$119

Dunn's River Falls and Ocho Rios Sightseeing with Shopping

Discover the world-renowned Dunn's River Falls, where the White River cascades gracefully over 1,000 feet (300 meters) of naturally terraced steps. Famous for its iconic …More

Falmouth, Jamaica

5.0 (18)

Dunn's River Falls and Ocho Rios Sightseeing with Shopping

Discover the world-renowned Dunn's River Falls, where the White River cascades gracefully over 1,000 feet (300 meters) of naturally terraced steps. Famous for its iconic...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$50

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

Jamaica Dolphin Cove offers a one-of-a-kind experience that will leave you in awe of the wonders of the sea. Don't miss out on the chance …More

Lucea, Jamaica

5.0 (18)

Private Dolphin Cove Adventure

Jamaica Dolphin Cove offers a one-of-a-kind experience that will leave you in awe of the wonders of the sea. Don't miss out on the chance...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$30

PRIVATE VIP tour Saona Island with Snorkeling, Starfish, Turtles

Be the first to discover Saona — just for you, no groups or crowds! A private journey where you arrive on the island before anyone …More

La Romana, Dominican Republic

5.0 (18)

PRIVATE VIP tour Saona Island with Snorkeling, Starfish, Turtles

Be the first to discover Saona — just for you, no groups or crowds! A private journey where you arrive on the island before anyone...

8 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$190

4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food

This 47 foot catamaran is the luxurious way to experience Montego Bay by sea. Guests can enjoy an indoor, air-conditioned cabin with a full premium …More

5.0 (18)

4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food

This 47 foot catamaran is the luxurious way to experience Montego Bay by sea. Guests can enjoy an indoor, air-conditioned cabin with a full premium...

4 hours Free Cancellation

5.0 (18)

from
$4,300

Blue hole waterfalls + horseback riding combo tour from Ocho Rios

This tour satisfies the people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Best way to do …More

Ocho Rios, Jamaica

4.9 (18)

Blue hole waterfalls + horseback riding combo tour from Ocho Rios

This tour satisfies the people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Best way to do...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$115

The Estate is located in Nassau Valley in the parish of St. Elizabeth, on Jamaica’s South Coast. If you like rum, you will have a …More

Negril, Jamaica

4.8 (18)

Appleton Estate Rum Tour

The Estate is located in Nassau Valley in the parish of St. Elizabeth, on Jamaica’s South Coast. If you like rum, you will have a...

6 hours Hotel pickup offered Free Cancellation

4.8 (18)

from
$70

[PRIVATE]Dunn's River & Martha Brae Rafting - Entrance & Lunch

If you love water and nature, then this is the tour for you. At Dunns River, you will experience a breathtaking waterfall that empties into …More

Lucea, Jamaica

4.9 (18)

[PRIVATE]Dunn's River & Martha Brae Rafting - Entrance & Lunch

If you love water and nature, then this is the tour for you. At Dunns River, you will experience a breathtaking waterfall that empties into...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$285

Negril, Seven Mile Beach, Rick's Cafe Private Day Tour

Experience paradise and see Jamaica like never before with Deano’s Jamaica Tours. Whether you’re looking to see the sights or get off the beaten track, …More

Montego Bay, Jamaica

5.0 (18)

Negril, Seven Mile Beach, Rick's Cafe Private Day Tour

Experience paradise and see Jamaica like never before with Deano’s Jamaica Tours. Whether you’re looking to see the sights or get off the beaten track,...

6 to 12 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$125

Private Tour: Barbados Catamaran Snorkeling Cruise

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on …More

5.0 (18)

Private Tour: Barbados Catamaran Snorkeling Cruise

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on...

5 hours

5.0 (18)

from
$3,210

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will …More

Punta Cana, Dominican Republic

5.0 (17)

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will...

3 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$695

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?

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?