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 Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No …More

La Romana, Dominican Republic

4.9 (43)

Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$165

If you want, you can buy some coffee and organic chocolate to take home right there. Followed we go to the city of Higüey, where …More

Punta Cana, Dominican Republic

4.9 (43)

Enjoy Our Tours Higuey City Cultural

If you want, you can buy some coffee and organic chocolate to take home right there. Followed we go to the city of Higüey, where...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$45

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to …More

Willemstad, Curacao

5.0 (42)

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$135

Unique Private Experiences Tour in Curacao

This experience is designed to cater to all kinds of travelers, whether you are seeking a relaxing escape or an action-packed adventure. At the end …More

Willemstad, Curacao

4.9 (42)

Unique Private Experiences Tour in Curacao

This experience is designed to cater to all kinds of travelers, whether you are seeking a relaxing escape or an action-packed adventure. At the end...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (42)

from
$125

Private El Yunque Waterslides and Luquillo Beach Tour

On this tour we will be exploring the far Northeast of the island visiting the city of Luquillo. Luquillo is known for its very secluded …More

Isla Verde, Puerto Rico

4.8 (42)

Private El Yunque Waterslides and Luquillo Beach Tour

On this tour we will be exploring the far Northeast of the island visiting the city of Luquillo. Luquillo is known for its very secluded...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (42)

from
$125

Marlons Tour is an experience like none other, it is peaceful and safe, as well as cultural and exhilarating. Marlon is punctual and professional, and …More

Negril, Jamaica

4.8 (42)

YS Falls & Pelican Bar Tour

Marlons Tour is an experience like none other, it is peaceful and safe, as well as cultural and exhilarating. Marlon is punctual and professional, and...

4 to 8 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$60

7 Waterfalls of Damajagua Tour Puerto Plata

This destination offers a unique experience in its different waterfalls, which will become an extreme and unforgettable adventure. Where you can enjoy the incredible natural …More

Puerto Plata, Dominican Republic

4.8 (42)

7 Waterfalls of Damajagua Tour Puerto Plata

This destination offers a unique experience in its different waterfalls, which will become an extreme and unforgettable adventure. Where you can enjoy the incredible natural...

3 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$55

Private Cultural Safari Higüey & Punta Cana (1⁄2 Day)

City Tour + Safari in Punta Cana e Higüey – Culture and Adventure in a Day Discover the most authentic side of the Dominican East …More

Punta Cana, Dominican Republic

5.0 (42)

Private Cultural Safari Higüey & Punta Cana (1⁄2 Day)

City Tour + Safari in Punta Cana e Higüey – Culture and Adventure in a Day Discover the most authentic side of the Dominican East...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$65

HipHop Party Boat with Unlimited drinks in Punta Cana

We are an American owned and operated company who is providing an international touch to all of our boat charters! We speak fluent English, Spanish …More

5.0 (42)

HipHop Party Boat with Unlimited drinks in Punta Cana

We are an American owned and operated company who is providing an international touch to all of our boat charters! We speak fluent English, Spanish...

3 hours Free Cancellation

5.0 (42)

from
$650

We offer a two person seating for ATV. Allowing family member, friends or couple to ride together and explore nature and create lasting memories on …More

5.0 (42)

Shared Dirty Trails and Escapades

We offer a two person seating for ATV. Allowing family member, friends or couple to ride together and explore nature and create lasting memories on...

2 hours 30 minutes Free Cancellation

5.0 (42)

from
$160

Jamaica Farm Private Dispensary Tour Montego Bay

Join us for an unforgettable farm tour in Montego Bay and immerse yourself in Jamaica's vibrant agricultural landscape. Our guided tour takes you through lush …More

Lucea, Jamaica

4.8 (42)

Jamaica Farm Private Dispensary Tour Montego Bay

Join us for an unforgettable farm tour in Montego Bay and immerse yourself in Jamaica's vibrant agricultural landscape. Our guided tour takes you through lush...

3 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$130

Half Day Private Tour in St. Lucia Jeep Wrangler

This open top jeep experience offers you a private, one on one feel of the island in every aspect. Just you and our local driver/guide …More

Anse La Raye, St Lucia

5.0 (42)

Half Day Private Tour in St. Lucia Jeep Wrangler

This open top jeep experience offers you a private, one on one feel of the island in every aspect. Just you and our local driver/guide...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$140

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will …More

Cruz Bay, US Virgin Islands

4.8 (42)

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will...

1 to 6 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$595

Journey into the past on this full-day tour of Puerto Rico's human history. Your private group (no larger than 6 people) will be guided by …More

5.0 (42)

The Taino Route

Journey into the past on this full-day tour of Puerto Rico's human history. Your private group (no larger than 6 people) will be guided by...

8 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$210

Half day Climbing Trip at the Tafelberg, Curaçao

Our guides provide a safe environment in which you can experience hiking, rappelling and best of all, climbing. Each guide has years of experience both …More

5.0 (42)

Half day Climbing Trip at the Tafelberg, Curaçao

Our guides provide a safe environment in which you can experience hiking, rappelling and best of all, climbing. Each guide has years of experience both...

3 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$90

[PRIVATE] Dunn's River Falls, Blue Hole & Secret Falls w/Entrance

If you are looking for a unique eco-tour that showcases the beauty of nature, this is the tour for you. You will experience two of …More

Lucea, Jamaica

5.0 (42)

[PRIVATE] Dunn's River Falls, Blue Hole & Secret Falls w/Entrance

If you are looking for a unique eco-tour that showcases the beauty of nature, this is the tour for you. You will experience two of...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$215

Build Your Private Charter: Snorkel, Stingrays, or Bio

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask …More

Grand Cayman, Cayman Islands

5.0 (41)

Build Your Private Charter: Snorkel, Stingrays, or Bio

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask...

2 to 4 hours Free Cancellation

5.0 (41)

from
$500

Blue Hole Mineral Springs, Rick's Café, and Shopping Combo Tour

This is a tour designed to let visitors experience Jamaica as much as possible, combination of different activities that no other tour operators offers. NB: …More

Negril, Jamaica

4.9 (41)

Blue Hole Mineral Springs, Rick's Café, and Shopping Combo Tour

This is a tour designed to let visitors experience Jamaica as much as possible, combination of different activities that no other tour operators offers. NB:...

3 to 6 hours Hotel pickup offered Free Cancellation

4.9 (41)

from
$40

Luxury Sightseeing & Shopping Private Tour - 3 Hours

Sit back and relax while we show you around St. Thomas in our luxurious and immaculately maintained Suburban's. This shopping and sightseeing tour is completely …More

5.0 (40)

Luxury Sightseeing & Shopping Private Tour - 3 Hours

Sit back and relax while we show you around St. Thomas in our luxurious and immaculately maintained Suburban's. This shopping and sightseeing tour is completely...

3 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$500

WE PRIDE OURSELVES ON PROVIDING GREAT MEMORIES FOR ALL OUR GUESTS :-) Grenada has some of the Caribbean’s most picturesque coastlines and beaches. Whether you …More

5.0 (40)

Grenada Luxury Private Boat Cruises

WE PRIDE OURSELVES ON PROVIDING GREAT MEMORIES FOR ALL OUR GUESTS :-) Grenada has some of the Caribbean’s most picturesque coastlines and beaches. Whether you...

2 to 8 hours Free Cancellation

5.0 (40)

from
$515

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?