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 →

**Experience the ultimate adventure in Punta Cana with our buggy tour! Enjoy an exciting 4-hour and 30-minute journey through muddy and wet trails, packed with …More

Punta Cana, Dominican Republic

4.6 (18)

Tours Buggy Punta Cana Macau

**Experience the ultimate adventure in Punta Cana with our buggy tour! Enjoy an exciting 4-hour and 30-minute journey through muddy and wet trails, packed with...

4 hours Hotel pickup offered Free Cancellation

4.6 (18)

from
$55

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from …More

4.3 (18)

Enjoy Punta Cana in Private Yacht

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from...

4 hours Hotel pickup offered Free Cancellation

4.3 (18)

from
$560

El Yunque & Beach Tour: Waterslide, Waterfall, Food, & Photos

At Weeepaaa Tours, we believe that interacting with nature in a meaningful way helps to ground yourself and to focus your mind in the present …More

Fajardo, Puerto Rico

4.7 (18)

El Yunque & Beach Tour: Waterslide, Waterfall, Food, & Photos

At Weeepaaa Tours, we believe that interacting with nature in a meaningful way helps to ground yourself and to focus your mind in the present...

5 hours Free Cancellation

4.7 (18)

from
$130

Konoko Falls and Tropical Garden Tour from Ocho Rios

Explore lush botanical gardens before climbing up the beautiful Konoko Falls, located in the heart of Ocho Rios. Cool off in several natural pools and …More

Ocho Rios, Jamaica

4.7 (17)

Konoko Falls and Tropical Garden Tour from Ocho Rios

Explore lush botanical gardens before climbing up the beautiful Konoko Falls, located in the heart of Ocho Rios. Cool off in several natural pools and...

3 hours Hotel pickup offered Free Cancellation

4.7 (17)

from
$56

Explore the white sand Doctor's Cave Beach, and stroll along the 'hip-strip' for some shopping during this day trip. With your local guide, enjoy the …More

Montego Bay, Jamaica

4.5 (17)

Doctor's Cave Beach and Shopping

Explore the white sand Doctor's Cave Beach, and stroll along the 'hip-strip' for some shopping during this day trip. With your local guide, enjoy the...

3 to 5 hours Hotel pickup offered Free Cancellation

4.5 (17)

from
$36

First, passengers will enjoy there day away with a 2 hour 35 minutes tour around the island and stoping the majority of the time at …More

Nassau, Bahamas

4.4 (17)

Island Tour,Beach & Lunch stop at Fish fry in Nassau Bahamas

First, passengers will enjoy there day away with a 2 hour 35 minutes tour around the island and stoping the majority of the time at...

4 hours 10 minutes Hotel pickup offered Free Cancellation

4.4 (17)

from
$720

Damajagua Waterfalls Adventure Tour With Lunch Included

We offer a professional and unique blend of adventure, discovery, and personal growth on this tour. It presents an opportunity to step out of your …More

Puerto Plata, Dominican Republic

4.7 (17)

Damajagua Waterfalls Adventure Tour With Lunch Included

We offer a professional and unique blend of adventure, discovery, and personal growth on this tour. It presents an opportunity to step out of your...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (17)

from
$50

Our City Tour in Puerto Plata is designed to offer you an unforgettable experience that will take you to discover the hidden treasures and historical …More

4.5 (17)

Private Puerto Plata City Tour

Our City Tour in Puerto Plata is designed to offer you an unforgettable experience that will take you to discover the hidden treasures and historical...

2 hours 40 minutes Hotel pickup offered Free Cancellation

4.5 (17)

from
$50

Bamboo Rafting and Limestone Massage in Montego Bay

Escape your hotel resort and discover the true beauty of Jamaica with an unforgettable bamboo rafting experience. Glide through lush rainforests on a traditional bamboo …More

Montego Bay, Jamaica

4.5 (16)

Bamboo Rafting and Limestone Massage in Montego Bay

Escape your hotel resort and discover the true beauty of Jamaica with an unforgettable bamboo rafting experience. Glide through lush rainforests on a traditional bamboo...

2 to 3 hours Hotel pickup offered Free Cancellation

4.5 (16)

from
$69

First Class Lounge, Fast Track & Round Trip Private Airport Transport Package

Getting in and out of Montego Bay’s Sangster International Airport couldn’t be any easier. A round-trip private hotel transfer completes this package, which includes access to …More

Ocho Rios, Jamaica

4.7 (16)

First Class Lounge, Fast Track & Round Trip Private Airport Transport Package

Getting in and out of Montego Bay’s Sangster International Airport couldn’t be any easier. A round-trip private hotel transfer completes this package, which includes access to...

1 hour Hotel pickup offered

4.7 (16)

from
$115

Full Day West Coast Adventure in Puerto Rico

Embark on the ultimate Puerto Rico west coast adventure, where every moment is designed to inspire and amaze! From the dramatic ocean views at Guajataca …More

4.7 (15)

Full Day West Coast Adventure in Puerto Rico

Embark on the ultimate Puerto Rico west coast adventure, where every moment is designed to inspire and amaze! From the dramatic ocean views at Guajataca...

10 hours Free Cancellation

4.7 (15)

from
$200

Private Northern Boat Tour- Castries To Rodney Bay or Rodney Bay to Marigot Bay

If you are looking for a shore excursion in St Lucia, which is Certified COVID-19 compliant, where you may tour the North of St. Lucia …More

Marigot Bay, St Lucia

4.5 (15)

Private Northern Boat Tour- Castries To Rodney Bay or Rodney Bay to Marigot Bay

If you are looking for a shore excursion in St Lucia, which is Certified COVID-19 compliant, where you may tour the North of St. Lucia...

2 to 5 hours Hotel pickup offered Free Cancellation

4.5 (15)

from
$120

Bob Marley Nine Mile and Dunn's River Falls Tour From Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Montego Bay, Jamaica

4.7 (15)

Bob Marley Nine Mile and Dunn's River Falls Tour From Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (15)

from
$330

Bamboo River Rafting with {limestone massage} & Ricks Cafe

Enjoy every minute of this Amazing experience, start your vacation of the right way with our Lethe Rafting with limestone massage & Ricks Cafe . …More

Montego Bay, Jamaica

4.6 (15)

Bamboo River Rafting with {limestone massage} & Ricks Cafe

Enjoy every minute of this Amazing experience, start your vacation of the right way with our Lethe Rafting with limestone massage & Ricks Cafe ....

6 to 7 hours Hotel pickup offered Free Cancellation

4.6 (15)

from
$80

Puerto Plata Street Food : Eat Like a Local

Try the purest flavors of Puerto Plata, from delicious crispy empanadas and tropical sweets, to traditional dishes that will tell you the history of culture …More

Cabarete, Dominican Republic

4.7 (15)

Puerto Plata Street Food : Eat Like a Local

Try the purest flavors of Puerto Plata, from delicious crispy empanadas and tropical sweets, to traditional dishes that will tell you the history of culture...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (15)

from
$89

Hidden Beaches of Puerto Rico- UTV Can-Am Coastal Adventure

Discover Puerto Rico beyond the typical tourist stops on our Hidden Beach UTV Excursion . Adventure through the beautiful Luquillo, and Rio Grande coastal areas …More

Luquillo, Puerto Rico

4.3 (15)

Hidden Beaches of Puerto Rico- UTV Can-Am Coastal Adventure

Discover Puerto Rico beyond the typical tourist stops on our Hidden Beach UTV Excursion . Adventure through the beautiful Luquillo, and Rio Grande coastal areas...

2 hours Free Cancellation

4.3 (15)

from
$114

Private Combo Horseback Riding and Atvs/Buggy in Macao Beach/Cave

Everyone can enjoy this experience for beginners and experienced riders. Start your adventure on horseback with views of Dominican agriculture. Then in a small group, …More

Punta Cana, Dominican Republic

4.4 (15)

Private Combo Horseback Riding and Atvs/Buggy in Macao Beach/Cave

Everyone can enjoy this experience for beginners and experienced riders. Start your adventure on horseback with views of Dominican agriculture. Then in a small group,...

4 hours Free Cancellation

4.4 (15)

from
$70

This is a scenic Soufriere experience the entire family can enjoy! You dictate the duration and the stops on this private tour including a scenic …More

Castries, St Lucia

4.3 (15)

Soufriere Experience Tour

This is a scenic Soufriere experience the entire family can enjoy! You dictate the duration and the stops on this private tour including a scenic...

6 hours Hotel pickup offered Free Cancellation

4.3 (15)

from
$550

Excursion Los Haitises + Cayo Levantado (Bacardí Island) from Santo Domingo

Sunset Caribbean offers the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and …More

4.5 (14)

Excursion Los Haitises + Cayo Levantado (Bacardí Island) from Santo Domingo

Sunset Caribbean offers the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and...

14 hours Hotel pickup offered Free Cancellation

4.5 (14)

from
$120

Private Van Beach hopping 3 hours tour (AC) customizable

*** minimum 7 persons per booking*** Discover the best of Curacao with our personalized minivan tours. Ride in comfort with our 11-passenger, air-conditioned minivan as …More

Willemstad, Curacao

4.4 (14)

Private Van Beach hopping 3 hours tour (AC) customizable

*** minimum 7 persons per booking*** Discover the best of Curacao with our personalized minivan tours. Ride in comfort with our 11-passenger, air-conditioned minivan as...

3 hours Hotel pickup offered Free Cancellation

4.4 (14)

from
$48

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?