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 Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person …More

Grand Cayman, Cayman Islands

5.0 (13)

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person...

4 hours

5.0 (13)

from
$1,200

Private Dominica Tour to Trafalgar Falls &Titou Gorge via Minibus

An exciting and thrilling adventure tour of the Roseau Valley including the Unesco World Heritage Site 'Morne Trois Piton National Park' & the majestic twin …More

5.0 (13)

Private Dominica Tour to Trafalgar Falls &Titou Gorge via Minibus

An exciting and thrilling adventure tour of the Roseau Valley including the Unesco World Heritage Site 'Morne Trois Piton National Park' & the majestic twin...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$500

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao. …More

5.0 (13)

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao....

6 hours Free Cancellation

5.0 (13)

from
$225

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 Tour Negril Beach and Rick's Cafe From Montego Bay

Best day trip experience to beautiful negril jamaica where you enjoy the local food, people and music. Request stops on the journey to negril to …More

Montego Bay, Jamaica

5.0 (13)

Private Tour Negril Beach and Rick's Cafe From Montego Bay

Best day trip experience to beautiful negril jamaica where you enjoy the local food, people and music. Request stops on the journey to negril to...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (13)

from
$125

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private …More

Cruz Bay, US Virgin Islands

5.0 (13)

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private...

2 to 3 hours Free Cancellation

5.0 (13)

from
$1,000

Floyd's Pelican Bar [Private Transportation]

if you are looking for the perfect "Get Away From it All" experience then look no further than the Pelican Bar, a rustic wooden bar …More

Montego Bay, Jamaica

5.0 (13)

Floyd's Pelican Bar [Private Transportation]

if you are looking for the perfect "Get Away From it All" experience then look no further than the Pelican Bar, a rustic wooden bar...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (13)

from
$52

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable …More

Falmouth, Jamaica

5.0 (13)

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$185

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Trelawny, Jamaica

4.8 (13)

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$100

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack …More

5.0 (13)

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack...

3 hours Free Cancellation

5.0 (13)

from
$3,300

See the town of Negril and what its all about like our local communities you can also customize your tour of negril also if you …More

Negril, Jamaica

4.9 (13)

Private and Customize Negril Day Tour

See the town of Negril and what its all about like our local communities you can also customize your tour of negril also if you...

4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$130

Private Catamaran Sunset Cruise from St Lucia for Up to 15 Guests

View the famous green flash! If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's …More

Choc, St Lucia

5.0 (13)

Private Catamaran Sunset Cruise from St Lucia for Up to 15 Guests

View the famous green flash! If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's...

2 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,285

As all of you fly fishermen know, salt water fly fishing is the fastest growing sport in the world. So if you are interested in …More

4.9 (13)

Fly Fishing Tour

As all of you fly fishermen know, salt water fly fishing is the fastest growing sport in the world. So if you are interested in...

3 hours 30 minutes Hotel pickup offered

4.9 (13)

from
$360

Private,Turtles, snorkeling, beach stops, pigs, drinks included!”

If swimming with pigs, swimming with turtles, snorkeling at a reef and a shipwreck and relaxing on beautiful beach is on your bucket list look …More

5.0 (13)

Private,Turtles, snorkeling, beach stops, pigs, drinks included!”

If swimming with pigs, swimming with turtles, snorkeling at a reef and a shipwreck and relaxing on beautiful beach is on your bucket list look...

4 hours 25 minutes Free Cancellation

5.0 (13)

from
$800

PREMIUM - Negril Highlights Tour from Negril - Food & Drinks Included

This private centers around the west side of Jamaica, which is known to be the more 'laid back' part of the island. Experience all that …More

Negril, Jamaica

5.0 (13)

PREMIUM - Negril Highlights Tour from Negril - Food & Drinks Included

This private centers around the west side of Jamaica, which is known to be the more 'laid back' part of the island. Experience all that...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$174

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath …More

Montego Bay, Jamaica

4.9 (13)

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$75

VIP Dunn River Falls and Blue Hole Experience

Experience Jamaica’s most breathtaking adventure in VIP style with our Luxury Dunn’s River Falls & Blue Hole Experience. Travel in a private, air-conditioned vehicle with …More

Trelawny, Jamaica

5.0 (13)

VIP Dunn River Falls and Blue Hole Experience

Experience Jamaica’s most breathtaking adventure in VIP style with our Luxury Dunn’s River Falls & Blue Hole Experience. Travel in a private, air-conditioned vehicle with...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$99

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t …More

Montego Bay, Jamaica

4.9 (13)

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t...

2 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$80

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every …More

Punta Cana, Dominican Republic

4.8 (13)

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$30

San Juan Urban Art Bike Tour 2 Hour and 4 Hour Options

Discover the vibrant street art of San Juan on a guided bike tour through Santurce or Río Piedras. Experience the city's rich culture and history …More

5.0 (13)

San Juan Urban Art Bike Tour 2 Hour and 4 Hour Options

Discover the vibrant street art of San Juan on a guided bike tour through Santurce or Río Piedras. Experience the city's rich culture and history...

1 to 2 hours Free Cancellation

5.0 (13)

from
$65

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?