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 unique, customised, and family friendly tour is the only one being offered in St. Kitts that takes in the Wingfield Estate and rustic St …More

4.2 (63)

Saint Kitts Train Trek

This unique, customised, and family friendly tour is the only one being offered in St. Kitts that takes in the Wingfield Estate and rustic St...

3 hours Hotel pickup offered Free Cancellation

4.2 (63)

from
$140

Private Tour of Puerto Plata by Classic Car

Discover the unique and nostalgic charm of a classic car tour around Puerto Plata. Immerse yourself in a bygone era as you ride in a …More

4.3 (52)

Private Tour of Puerto Plata by Classic Car

Discover the unique and nostalgic charm of a classic car tour around Puerto Plata. Immerse yourself in a bygone era as you ride in a...

1 to 120 minutes Hotel pickup offered Free Cancellation

4.3 (52)

from
$450

Private E-bike Adventure Tours of Barbados

Just get on one of our amazing fat-tire electric bikes and you will feel like a kid again. But with one big difference, our Ebikes …More

4.2 (32)

Private E-bike Adventure Tours of Barbados

Just get on one of our amazing fat-tire electric bikes and you will feel like a kid again. But with one big difference, our Ebikes...

2 to 3 hours

4.2 (32)

from
$99

Hop on our comfortable 55ft President Yacht and enjoy a semi beach hopping yacht cruise in Curacao. Our yacht cruise will start exploring the spanish …More

4.0 (27)

Half day private yacht cruise & snorkel

Hop on our comfortable 55ft President Yacht and enjoy a semi beach hopping yacht cruise in Curacao. Our yacht cruise will start exploring the spanish...

4 hours Free Cancellation

4.0 (27)

from
$1,250

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba …More

3.9 (18)

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba...

1 to 2 hours Free Cancellation

3.9 (18)

from
$34

This is an extreme excursion....you will need to be able to snorkel to participate in this activity. By obtaining a new speed boat we have …More

4.2 (18)

Night excursions

This is an extreme excursion....you will need to be able to snorkel to participate in this activity. By obtaining a new speed boat we have...

2 hours Free Cancellation

4.2 (18)

from
$49

Talking Buildings of Old San Juan: A Self-Guided Audio Tour

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves. …More

3.9 (17)

Talking Buildings of Old San Juan: A Self-Guided Audio Tour

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves....

80 to 100 minutes Free Cancellation

3.9 (17)

from
$8

Secret Falls, Blue Hole, and Horseback Riding from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills …More

Runaway Bay, Jamaica

4.2 (17)

Secret Falls, Blue Hole, and Horseback Riding from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills...

3 to 5 hours Hotel pickup offered Free Cancellation

4.2 (17)

from
$160

Souvenir Shopping Tour in Punta Cana. Transportation Included

Immerse yourself in the captivating world of crafts and local culture with a guided tour of the souvenir shop. This enchanting experience offers you a …More

Punta Cana, Dominican Republic

4.1 (16)

Souvenir Shopping Tour in Punta Cana. Transportation Included

Immerse yourself in the captivating world of crafts and local culture with a guided tour of the souvenir shop. This enchanting experience offers you a...

2 hours Hotel pickup offered Free Cancellation

4.1 (16)

from
$10

Private Puerto Plata Food Tour and Beach Chillout

Relaxed private tour that will introduce you to the best dominican flavours and will give you time to chill out at the beach. You'll start …More

4.2 (10)

Private Puerto Plata Food Tour and Beach Chillout

Relaxed private tour that will introduce you to the best dominican flavours and will give you time to chill out at the beach. You'll start...

6 to 7 hours Hotel pickup offered Free Cancellation

4.2 (10)

from
$109

Saona Island VIP Experience – Private Boat for Up to 20 People

Discover Saona Island Your Way: All-Inclusive Private Tour Live an exclusive experience with this private tour to Saona Island, designed for groups of up to …More

Punta Cana, Dominican Republic

4.1 (10)

Saona Island VIP Experience – Private Boat for Up to 20 People

Discover Saona Island Your Way: All-Inclusive Private Tour Live an exclusive experience with this private tour to Saona Island, designed for groups of up to...

6 hours Hotel pickup offered Free Cancellation

4.1 (10)

from
$2,400

Private Horseback Riding from Ocho Rios with Guide

Discover the essence of Jamaica on a guided horseback tour that will take you through the island rural landscapes and then to the beach. This …More

Ocho Rios, Jamaica

4.1 (10)

Private Horseback Riding from Ocho Rios with Guide

Discover the essence of Jamaica on a guided horseback tour that will take you through the island rural landscapes and then to the beach. This...

45 minutes Hotel pickup offered Free Cancellation

4.1 (10)

from
$140

Tour Highlights • Go on a sightseeing journey through Antigua in a comfortable SUV • Your knowledgeable local guide will share facts on Antigua’s past …More

Five Islands Village, Antigua and Barbuda

4.1 (9)

Biggvee Private Tour

Tour Highlights • Go on a sightseeing journey through Antigua in a comfortable SUV • Your knowledgeable local guide will share facts on Antigua’s past...

3 to 4 hours Hotel pickup offered Free Cancellation

4.1 (9)

from
$150

We will Greet you at our meeting point. From there, the tour will proceed to what is considered the island’s national monument, the Berkeley Memorial. …More

4.1 (9)

Panoramic Sightseeing Tour of St Kitts

We will Greet you at our meeting point. From there, the tour will proceed to what is considered the island’s national monument, the Berkeley Memorial....

2 hours Free Cancellation

4.1 (9)

from
$40

Santo Domingo Private Tour from Punta Cana

Go with your group , family or friends (minimum 3 people up to 15) to Santo Dominingo City Colonial Day tour with the best. Spend …More

Punta Cana, Dominican Republic

4.1 (9)

Santo Domingo Private Tour from Punta Cana

Go with your group , family or friends (minimum 3 people up to 15) to Santo Dominingo City Colonial Day tour with the best. Spend...

8 to 10 hours Hotel pickup offered Free Cancellation

4.1 (9)

from
$99

Lunch at Scotchies Jerk Centre From Ocho Rios

Scotchies Ocho Rios is located conveniently between Ocho Rios and Runaway Bay, about 10 mins from Ocho Rios Cruise Ship Port and about 20 minutes …More

Ocho Rios, Jamaica

3.9 (8)

Lunch at Scotchies Jerk Centre From Ocho Rios

Scotchies Ocho Rios is located conveniently between Ocho Rios and Runaway Bay, about 10 mins from Ocho Rios Cruise Ship Port and about 20 minutes...

1 hour Hotel pickup offered Free Cancellation

3.9 (8)

from
$50

Save time and cover more ground while having a great time in this Dominican Republic buggy/ATV adventure. With all necessary equipment included, you’re free to …More

Punta Cana, Dominican Republic

4.1 (7)

Platinum Buggy Adventure

Save time and cover more ground while having a great time in this Dominican Republic buggy/ATV adventure. With all necessary equipment included, you’re free to...

4 to 5 hours Hotel pickup offered Free Cancellation

4.1 (7)

from
$65

Fantastic Day at Bamboo Blu Beachfront, Ocho Rios

Bamboo Blu's open-air restaurant & bar offers a unique blend of authentic tropical flavors with a selective stretch of food and drink options... on a …More

Ocho Rios, Jamaica

4.0 (6)

Fantastic Day at Bamboo Blu Beachfront, Ocho Rios

Bamboo Blu's open-air restaurant & bar offers a unique blend of authentic tropical flavors with a selective stretch of food and drink options... on a...

2 to 3 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$66

Private Dunns River Falls day trip with Entry Fee (ᵔᵕᵔ)

Note: Admission to the Dunn's River Falls Included in cost. Visit the world famous Dunn's River Falls on this private tour excursion, pick up from …More

Montego Bay, Jamaica

4.0 (6)

Private Dunns River Falls day trip with Entry Fee (ᵔᵕᵔ)

Note: Admission to the Dunn's River Falls Included in cost. Visit the world famous Dunn's River Falls on this private tour excursion, pick up from...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$92

Custom Private Tour of Antigua Explore at Your Own Pace

Craft your ideal day in Antigua with a private tour tailored to your preferences. Whether you're drawn to historic landmarks, serene beaches, or the island's …More

Five Islands Village, Antigua and Barbuda

4.0 (6)

Custom Private Tour of Antigua Explore at Your Own Pace

Craft your ideal day in Antigua with a private tour tailored to your preferences. Whether you're drawn to historic landmarks, serene beaches, or the island's...

1 to 5 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$500

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?