Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

Don't Worry - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Don't Worry, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a …More

5.0 (5)

Don't Worry - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Don't Worry, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a...

4 hours Free Cancellation

5.0 (5)

from
$210

Secret Falls Blue Hole And zipline Adventure from Ocho Rios

Get ready for the ultimate Jamaican adventure! Start your day flying high above the treetops with an exciting zipline experience, gliding through the lush rainforest …More

Ocho Rios, Jamaica

5.0 (2)

Secret Falls Blue Hole And zipline Adventure from Ocho Rios

Get ready for the ultimate Jamaican adventure! Start your day flying high above the treetops with an exciting zipline experience, gliding through the lush rainforest...

5 hours Free Cancellation

5.0 (2)

from
$210

ATV, Horseback Riding and Bluehole Adventure Tour

With our triple package deal you get to enjoy all three tours first we beginning by picking up our travelers in there lobby area of …More

Ocho Rios, Jamaica

5.0 (2)

ATV, Horseback Riding and Bluehole Adventure Tour

With our triple package deal you get to enjoy all three tours first we beginning by picking up our travelers in there lobby area of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$210

Dunn's River Falls Climb and Martha Brae Rafting {Entry Included}

Get this air-conditioned ride to take you along the gorgeous northern coast of Jamaica to Martha Brae and Dunns River Falls. Immerse yourself in the …More

Montego Bay, Jamaica

5.0 (1)

Dunn's River Falls Climb and Martha Brae Rafting {Entry Included}

Get this air-conditioned ride to take you along the gorgeous northern coast of Jamaica to Martha Brae and Dunns River Falls. Immerse yourself in the...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$210

Bamboo Rafting, Dunn's River Falls and Horseback Riding Private Tour

You will get the chance to visit three locations in one day for one price. This is a super saver deal. First stop at Experience …More

Montego Bay, Jamaica

5.0 (4)

Bamboo Rafting, Dunn's River Falls and Horseback Riding Private Tour

You will get the chance to visit three locations in one day for one price. This is a super saver deal. First stop at Experience...

6 to 9 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$209

Blue Hole and Martha Brae Tour from Ocho Rios

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this half hour journey into the hills of Ocho Rios. En route, your …More

Kingston, Jamaica

5.0 (1)

Blue Hole and Martha Brae Tour from Ocho Rios

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this half hour journey into the hills of Ocho Rios. En route, your...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$209

Jamaica Bobsled & Dunn's River Falls Adventure Tour from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on one wild ride! Inspired by the …More

Ocho Rios, Jamaica

5.0 (1)

Jamaica Bobsled & Dunn's River Falls Adventure Tour from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on one wild ride! Inspired by the...

5 hours Free Cancellation

5.0 (1)

from
$209

El Yunque Rainforest Full Day Private Tour

Because this is a private tour, everything is up to you. You can chose where you want to go, how long you want to stay …More

5.0 (9)

El Yunque Rainforest Full Day Private Tour

Because this is a private tour, everything is up to you. You can chose where you want to go, how long you want to stay...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$208

This tour offers to bypass an ancient volcano, to discover several historical and cultural sites, local gastronomy, varieties of rums in Martinique and magnificent natural …More

3.7 (3)

South Caribbean Tour in Martinique

This tour offers to bypass an ancient volcano, to discover several historical and cultural sites, local gastronomy, varieties of rums in Martinique and magnificent natural...

8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$207

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico …More

4.0 (1)

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico...

7 hours Hotel pickup offered

4.0 (1)

from
$206

Negril 7 Mile Beach & Rick's Café Combo Tour from Montego Bay

#1 RECOMMENDED BEACH TOUR FROM MONTEGO BAY CRUISE PIER/RESORTS NEGRIL 7 MILE BEACH TOUR, PLEASANT 50-60 MIN DRIVE FROM MONTEGO BAY PIER/RESORTS WITH WONDERFUL SIGHTSEEING …More

Montego Bay, Jamaica

5.0 (33)

Negril 7 Mile Beach & Rick's Café Combo Tour from Montego Bay

#1 RECOMMENDED BEACH TOUR FROM MONTEGO BAY CRUISE PIER/RESORTS NEGRIL 7 MILE BEACH TOUR, PLEASANT 50-60 MIN DRIVE FROM MONTEGO BAY PIER/RESORTS WITH WONDERFUL SIGHTSEEING...

7 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$205

Visit downtown Montego Bay. its craft market with hand-made and imported souveniors, followed by a stop at famous Sam Sharpe square, where you will learn …More

Montego Bay, Jamaica

5.0 (5)

Montego Bay City Tour

Visit downtown Montego Bay. its craft market with hand-made and imported souveniors, followed by a stop at famous Sam Sharpe square, where you will learn...

3 to 8 hours Free Cancellation

5.0 (5)

from
$205

You have the comfort of a private tour with the finesse of your own luxury vehicle. You receive your Antiguan flag, local juices, beers, water, …More

5.0 (4)

Luxury Island Platinum Tour

You have the comfort of a private tour with the finesse of your own luxury vehicle. You receive your Antiguan flag, local juices, beers, water,...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$205

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

Enjoy the island like a local. Bask in the ambiance of her beauty while enjoying everything local. With a private tour you will feel more …More

Rodney Bay, St Lucia

5.0 (1)

Soufriere Tour

Enjoy the island like a local. Bask in the ambiance of her beauty while enjoying everything local. With a private tour you will feel more...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$205

Private ATV Experience tour from Montego Bay with Lunch

A "Wet and Wild" ATV experience typically involves riding all-terrain vehicles (ATVs) through challenging and adventurous terrains that might include mud, water crossings, and rugged …More

Montego Bay, Jamaica

5.0 (6)

Private ATV Experience tour from Montego Bay with Lunch

A "Wet and Wild" ATV experience typically involves riding all-terrain vehicles (ATVs) through challenging and adventurous terrains that might include mud, water crossings, and rugged...

2 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$203

ATV Half Day City Tour in Nassau: Guided Tour With Free Samples

Experience the phenomenal opportunity of a lifetime to traverse the breathtakingly beautiful City of Nassau, The Bahamas on an exciting and friendly guided tour. Hop …More

Nassau, Bahamas

4.7 (529)

ATV Half Day City Tour in Nassau: Guided Tour With Free Samples

Experience the phenomenal opportunity of a lifetime to traverse the breathtakingly beautiful City of Nassau, The Bahamas on an exciting and friendly guided tour. Hop...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (529)

from
$200

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 Tour From Montego Bay To Negril and Ricks Cafe

Island Life Tours Jamaica provides professional, hassle free tours to Negril from Montego Bay with knowledgeable, certified guides. This tour captures, relaxion, beautiful scenery, entertainment, …More

Montego Bay, Jamaica

5.0 (29)

Private Tour From Montego Bay To Negril and Ricks Cafe

Island Life Tours Jamaica provides professional, hassle free tours to Negril from Montego Bay with knowledgeable, certified guides. This tour captures, relaxion, beautiful scenery, entertainment,...

7 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$200

Tobago Tours are fun, relaxed and exciting tour. You will see an amazing tree, walk pristine beaches and enjoy the culture and cuisine of Tobago. …More

4.9 (17)

Half Day Tobago Tours with Transfers

Tobago Tours are fun, relaxed and exciting tour. You will see an amazing tree, walk pristine beaches and enjoy the culture and cuisine of Tobago....

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$200

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?