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 →

Santo Domingo: Private and personalized tour at your own pace

Enjoy Santo Domingo as a trip should be enjoyed: with time for what catches your attention and the freedom to make it yours. If you …More

5.0 (14)

Santo Domingo: Private and personalized tour at your own pace

Enjoy Santo Domingo as a trip should be enjoyed: with time for what catches your attention and the freedom to make it yours. If you...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$70

Ultimate Full-Day Private Tour: Discover all Curacao highlights

This tour offers a comprehensive exploration of the island's most significant historical landmarks and its most breathtaking natural wonders. You'll have the opportunity to discover …More

Willemstad, Curacao

5.0 (14)

Ultimate Full-Day Private Tour: Discover all Curacao highlights

This tour offers a comprehensive exploration of the island's most significant historical landmarks and its most breathtaking natural wonders. You'll have the opportunity to discover...

7 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$475

We offer a luxurious experience by building relationships with our guests and exceeding their expectations. This helps create a unique and memorable experience that sets …More

5.0 (14)

Grandluxe Charters

We offer a luxurious experience by building relationships with our guests and exceeding their expectations. This helps create a unique and memorable experience that sets...

4 hours Free Cancellation

5.0 (14)

from
$1,700

Bamboo Rafting With Limestone Foot Massage

Are you ready to immerse yourself in nature's tranquility while indulging in an unforgettable adventure? Look no further than Premier Transfers and Tours for the …More

Montego Bay, Jamaica

5.0 (14)

Bamboo Rafting With Limestone Foot Massage

Are you ready to immerse yourself in nature's tranquility while indulging in an unforgettable adventure? Look no further than Premier Transfers and Tours for the...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$115

Full Day Tour - Popular Sites Grenada, Belmont Estate, Rain Forest and More

Grenada, that island in the sun – the spicy one known and loved for its wide variety of spices like nutmeg, cloves, ginger, cinnamon, and …More

5.0 (14)

Full Day Tour - Popular Sites Grenada, Belmont Estate, Rain Forest and More

Grenada, that island in the sun – the spicy one known and loved for its wide variety of spices like nutmeg, cloves, ginger, cinnamon, and...

4 hours Free Cancellation

5.0 (14)

from
$400

We will start your shore excursion by picking you up directly from the Ocho Rios Cruise Port or your hotel lobby. Sit back and relax …More

Kingston, Jamaica

5.0 (14)

Dunn's River Falls Tour from Ocho Rios

We will start your shore excursion by picking you up directly from the Ocho Rios Cruise Port or your hotel lobby. Sit back and relax...

4 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$71

Horseback Riding/Zipline Combo Tour at Chukka Ocean Outpost with Transportation

Chukka’s Ocean Outpost, where ocean-loving thrill seekers and cultural explorers united. Picturesque views from this ocean-side ranch, kissed with rolling hills in the background will …More

Montego Bay, Jamaica

4.8 (14)

Horseback Riding/Zipline Combo Tour at Chukka Ocean Outpost with Transportation

Chukka’s Ocean Outpost, where ocean-loving thrill seekers and cultural explorers united. Picturesque views from this ocean-side ranch, kissed with rolling hills in the background will...

4 to 6 hours Hotel pickup offered Free Cancellation

4.8 (14)

from
$300

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a …More

Runaway Bay, Jamaica

4.9 (14)

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$404

Explore Montego Bay Jamaica Tour to Dunns River Falls

This is a hassle free tour that INCLUDES ROUND TRIP TRANSPORTATION AND ENTRANCE FEES in the cost. We pickup from Cruise Ships Piers or hotel …More

Kingston, Jamaica

5.0 (14)

Explore Montego Bay Jamaica Tour to Dunns River Falls

This is a hassle free tour that INCLUDES ROUND TRIP TRANSPORTATION AND ENTRANCE FEES in the cost. We pickup from Cruise Ships Piers or hotel...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$154

Future Tours always ensure that all our guests needs and expectations are met and goes over and beyond. Our team of knowledgeable, experienced and fun-loving …More

Grand Anse, Grenada

4.8 (14)

Fun Tours in Grenada

Future Tours always ensure that all our guests needs and expectations are met and goes over and beyond. Our team of knowledgeable, experienced and fun-loving...

4 to 8 hours Hotel pickup offered Free Cancellation

4.8 (14)

from
$250

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the …More

Falmouth, Jamaica

4.9 (14)

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$120

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

Grenada Private Tour Concord Falls And Mud Bath

Private listing for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want in …More

St. George's, Grenada

4.8 (14)

Grenada Private Tour Concord Falls And Mud Bath

Private listing for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want in...

5 to 6 hours Free Cancellation

4.8 (14)

from
$153

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private …More

Anse La Raye, St Lucia

5.0 (14)

St Lucia Private Custom Tour

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private...

1 day Hotel pickup offered Free Cancellation

5.0 (14)

from
$70

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide, …More

5.0 (14)

Full-Day Boca de Yuma Adventure

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide,...

6 to 7 hours Free Cancellation

5.0 (14)

from
$90

Taxi Service From San Juan Airport To Humacao or Palmas Del Mar

Taxi Service From the San Juan Airport to Humacao, Puerto Rico or Palmas Del Mar in Humacao | We also do The return as well, …More

4.9 (13)

Taxi Service From San Juan Airport To Humacao or Palmas Del Mar

Taxi Service From the San Juan Airport to Humacao, Puerto Rico or Palmas Del Mar in Humacao | We also do The return as well,...

1 hour Free Cancellation

4.9 (13)

from
$130

From PuntaCana: Tour in buggy double With Cenote and macao beach

Si andas buscando adrenalina y diversion te invito a que vengas con nosotros a realizar esta divertida excursion de buggys, tenemos 3 paradas en El …More

Punta Cana, Dominican Republic

4.9 (13)

From PuntaCana: Tour in buggy double With Cenote and macao beach

Si andas buscando adrenalina y diversion te invito a que vengas con nosotros a realizar esta divertida excursion de buggys, tenemos 3 paradas en El...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (13)

from
$34

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile …More

Port Antonio, Jamaica

5.0 (13)

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile...

4 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$159

Coral Sunset Sail with 3 Course Dinner in Aruba

Enjoy a private romantic sunset cruise and 3 course dinner for two or for a for a group of up to 6 friends. We offer …More

Palm - Eagle Beach, Aruba

4.8 (13)

Coral Sunset Sail with 3 Course Dinner in Aruba

Enjoy a private romantic sunset cruise and 3 course dinner for two or for a for a group of up to 6 friends. We offer...

3 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$859

Hidden Waterfalls, Bird Sanctuary & Bamboo Rafting combo package

Rockland's Bird Sanctuary is a 40 minute drive outside of the bustling tourism mecca of Montego Bay. The quaint cottage property is nestled in forested …More

Lucea, Jamaica

4.9 (13)

Hidden Waterfalls, Bird Sanctuary & Bamboo Rafting combo package

Rockland's Bird Sanctuary is a 40 minute drive outside of the bustling tourism mecca of Montego Bay. The quaint cottage property is nestled in forested...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$290

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?