Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples 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: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City Tour 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 →

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

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your …More

5.0 (3)

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your...

5 to 7 hours Free Cancellation

5.0 (3)

from
$1,500

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of …More

Runaway Bay, Jamaica

5.0 (11)

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$180

Private Grenada Tour: Tailor-Made for Your Perfect Day

Fully customizable private tour — design your own pace and choose your preferred stops. Experience Grenada’s highlights: tropical waterfalls, artisan chocolate, historic rum distillery, and …More

5.0 (6)

Private Grenada Tour: Tailor-Made for Your Perfect Day

Fully customizable private tour — design your own pace and choose your preferred stops. Experience Grenada’s highlights: tropical waterfalls, artisan chocolate, historic rum distillery, and...

7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$205

This is Rasta Safari, an amazing way to discover how the Jamaicans live in the countryside! Jump on brand new ATVs and drive them through …More

Runaway Bay, Jamaica

4.5 (24)

RastaSafari Experience from Montego Bay

This is Rasta Safari, an amazing way to discover how the Jamaicans live in the countryside! Jump on brand new ATVs and drive them through...

4 to 5 hours Hotel pickup offered

4.5 (24)

from
$240

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes …More

Kingston, Jamaica

5.0 (10)

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes...

4 hours Free Cancellation

5.0 (10)

from
$220

Horseback Ride, Bamboo Rafting and Bluehole/Secret Falls Tour from Montego Bay

A unique tour that allows you to enjoy three different adventure In one day at a low cost. This will give you more time to …More

Falmouth, Jamaica

4.8 (10)

Horseback Ride, Bamboo Rafting and Bluehole/Secret Falls Tour from Montego Bay

A unique tour that allows you to enjoy three different adventure In one day at a low cost. This will give you more time to...

8 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$240

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters …More

Falmouth, Jamaica

5.0 (10)

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$90

Private Half Day Tour in St. Thomas Virgin Islands with Guide

Embark on an exhilarating island tour in St. Thomas, Virgin Islands, and prepare to be blown away by the sheer beauty and excitement that awaits …More

Cruz Bay, US Virgin Islands

5.0 (2)

Private Half Day Tour in St. Thomas Virgin Islands with Guide

Embark on an exhilarating island tour in St. Thomas, Virgin Islands, and prepare to be blown away by the sheer beauty and excitement that awaits...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$600

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

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate …More

Kingstown, St Vincent and the Grenadines

5.0 (11)

Soufriere Volcano Hike

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$70

Historical Guided Walking Tour of Marigot by ISLAND FRIEND

Our historical visit to Marigot allows us to understand to travel through time and space as we stroll through the centuries, revealed by Marigot's streets …More

5.0 (6)

Historical Guided Walking Tour of Marigot by ISLAND FRIEND

Our historical visit to Marigot allows us to understand to travel through time and space as we stroll through the centuries, revealed by Marigot's streets...

1 hour 30 minutes Free Cancellation

5.0 (6)

from
$31

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order …More

Soufriere, St Lucia

5.0 (3)

Soufriere Escape Adventure St Lucia

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James …More

Montego Bay, Jamaica

4.9 (13)

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$28

Private Meet your Guide El Yunque and Waterslides Adventure

Connect with nature and breathe in the fresh air on this exhilarating tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make this …More

Fajardo, Puerto Rico

5.0 (10)

Private Meet your Guide El Yunque and Waterslides Adventure

Connect with nature and breathe in the fresh air on this exhilarating tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make this...

5 hours 30 minutes Free Cancellation

5.0 (10)

from
$600

Old San Juan Private Tour with Barrilito Rum Experience

Join us and visit Hacienda Santa Ana, the home of the world’s best sipping rum! Submerge into the history of the heritage of the Fernandez …More

5.0 (4)

Old San Juan Private Tour with Barrilito Rum Experience

Join us and visit Hacienda Santa Ana, the home of the world’s best sipping rum! Submerge into the history of the heritage of the Fernandez...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$250

Mojito - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private …More

5.0 (1)

Mojito - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private...

4 hours Free Cancellation

5.0 (1)

from
$190

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst …More

St John's, Antigua and Barbuda

4.9 (11)

Outback Antigua Tour

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$145

PR Chinchorreo-Beach and Bar Hopping Tour

Experience Puerto Rico's southeast coast on a private weekend-only chinchorreo, beach, and bar-hopping tour. Visit local beaches and chinchorros; stops may vary with the weekend …More

Isla Verde, Puerto Rico

4.5 (25)

PR Chinchorreo-Beach and Bar Hopping Tour

Experience Puerto Rico's southeast coast on a private weekend-only chinchorreo, beach, and bar-hopping tour. Visit local beaches and chinchorros; stops may vary with the weekend...

5 to 6 hours Hotel pickup offered Free Cancellation

4.5 (25)

from
$130

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where …More

Cabarete, Dominican Republic

4.9 (12)

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$55

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?