Top Caribbean Private Sightseeing Tours

Q: 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: Private Whale and Dolphin Whale Watching Boat Tour Private Off-Road Adventure to Cave Pool and Tres Trapi Saint Kitts Train Trek 2-Hour Luxury Axopar Private Charter! Explore the Turks in style! The Taino Route

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping 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 →

Spend 5 to 6 hours touring the beautiful Island of St Lucia on a private customized tour, where you can experience everything local the island has to …More

Anse La Raye, St Lucia

4.7 (656)

St Lucia Customize Private Island Tour

Spend 5 to 6 hours touring the beautiful Island of St Lucia on a private customized tour, where you can experience everything local the island has to...

4 to 6 hours Hotel pickup offered Free Cancellation

4.7 (656)

from
$100

This is a private tour with just you and your driver/tour guide. This is an average of 5 - 6 hours tour allows you to see the beautiful …More

Marigot Bay, St Lucia

5.0 (3)

Tet Paul Nature Trail Day Tour

This is a private tour with just you and your driver/tour guide. This is an average of 5 - 6 hours tour allows you to see the beautiful...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

This tour is completely private it is just you and your driver/tour guide and it can be customized to anything in the area. Entrance fees …More

Anse La Raye, St Lucia

4.6 (8)

St Lucia Northern Island Tour

This tour is completely private it is just you and your driver/tour guide and it can be customized to anything in the area. Entrance fees...

5 hours Hotel pickup offered Free Cancellation

4.6 (8)

from
$100

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport …More

Negril, Jamaica

5.0 (3)

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport...

1 to 8 hours Hotel pickup offered

5.0 (3)

from
$100

Montego Bay Rum Tour in the Countryside at Hampden Estate

Hampden Estate is one the oldest working sugar estate and rum distillery left on the island, nestled away off the beaten tracks in the Queen …More

Montego Bay, Jamaica

5.0 (11)

Montego Bay Rum Tour in the Countryside at Hampden Estate

Hampden Estate is one the oldest working sugar estate and rum distillery left on the island, nestled away off the beaten tracks in the Queen...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$100

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

Dominica Waterfalls Full Day Private Expedition @ AUTOP TOURS

My motto is "The dream is never over". Guest will experience all there is to do and deliver that "wow". I don't hustle my guest, …More

4.9 (32)

Dominica Waterfalls Full Day Private Expedition @ AUTOP TOURS

My motto is "The dream is never over". Guest will experience all there is to do and deliver that "wow". I don't hustle my guest,...

5 to 6 hours Free Cancellation

4.9 (32)

from
$100

Lucia Private Boat to Soufriere Snorkeling Sightseeing Beach

Exclusive Private Boat Tour in St. Lucia - Certified & Cruise Guarantee Escape the Crowds: Experience the Sea, Sand, and Sun on Your Own Terms …More

Anse La Raye, St Lucia

5.0 (182)

Lucia Private Boat to Soufriere Snorkeling Sightseeing Beach

Exclusive Private Boat Tour in St. Lucia - Certified & Cruise Guarantee Escape the Crowds: Experience the Sea, Sand, and Sun on Your Own Terms...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (182)

from
$100

Exceptional service, complimentary drinks, reliable and trusted drivers where safety is our priority for all tours. …More

Soufriere, St Lucia

4.9 (94)

Soufriere Private Tour

Exceptional service, complimentary drinks, reliable and trusted drivers where safety is our priority for all tours....

5 to 6 hours Free Cancellation

4.9 (94)

from
$100

Explore and learn about the serene mangrove habitats, nursery grounds, the iguana sanctuary, marine life, birds and coastal ecology. We provide a fun, unique experience …More

4.7 (105)

Mangroves Kayak Tour

Explore and learn about the serene mangrove habitats, nursery grounds, the iguana sanctuary, marine life, birds and coastal ecology. We provide a fun, unique experience...

2 hours Free Cancellation

4.7 (105)

from
$100

As a local expert with over 15 years of experience in guided tours and private chauffeuring, my company and I will share with you all …More

4.9 (66)

Private Puerto Plata City Tour

As a local expert with over 15 years of experience in guided tours and private chauffeuring, my company and I will share with you all...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (66)

from
$100

Explore the best of St. Lucia on a private half-day excursion. Spend a day soaking up the sun, discovering various beaches, swimming, and snorkeling. Head …More

Rodney Bay, St Lucia

5.0 (56)

Private Charter Tour in St Lucia

Explore the best of St. Lucia on a private half-day excursion. Spend a day soaking up the sun, discovering various beaches, swimming, and snorkeling. Head...

5 hours Free Cancellation

5.0 (56)

from
$100

Are you ready to explore St. Maarten/St. Martin in the most amazing way? Get excited we’re here to help you create a truly unforgettable tour …More

4.9 (143)

St.Maarten / St.Martin Private Tour

Are you ready to explore St. Maarten/St. Martin in the most amazing way? Get excited we’re here to help you create a truly unforgettable tour...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (143)

from
$100

Bamboo River Rafting Experience with Limestone Foot Massage

Located in the hills of Hanover Lethe is the perfect combination of land and water with picturesque views from the hills to the tranquility of …More

Trelawny, Jamaica

5.0 (38)

Bamboo River Rafting Experience with Limestone Foot Massage

Located in the hills of Hanover Lethe is the perfect combination of land and water with picturesque views from the hills to the tranquility of...

2 hours Hotel pickup offered Free Cancellation

5.0 (38)

from
$100

Private Hiking Tour in British Virgin Island with the Best 360 View

Highly rewarding hike uses a bush trail that winds up Mount Alma, the 736ft hill looming over Trellis Bay and Bluff Bay on Beef Island. …More

Tortola, British Virgin Islands

5.0 (24)

Private Hiking Tour in British Virgin Island with the Best 360 View

Highly rewarding hike uses a bush trail that winds up Mount Alma, the 736ft hill looming over Trellis Bay and Bluff Bay on Beef Island....

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (24)

from
$100

Private Tour from Ocho Rios to Negril Beach and Ricks Cafe

WELCOME TO TOUR JAMAICA TODAY. Rick's Cafe was the first public bar and restaurant of its type on the West End Cliffs, offering an alternative …More

Ocho Rios, Jamaica

5.0 (22)

Private Tour from Ocho Rios to Negril Beach and Ricks Cafe

WELCOME TO TOUR JAMAICA TODAY. Rick's Cafe was the first public bar and restaurant of its type on the West End Cliffs, offering an alternative...

1 day Hotel pickup offered Free Cancellation

5.0 (22)

from
$100

The Montego Bay Scenic Tour offers a few hours of learning about the history of Jamaica's second city - Montego Bay. You will learn about …More

Lucea, Jamaica

5.0 (26)

Montego Bay Scenic Tour

The Montego Bay Scenic Tour offers a few hours of learning about the history of Jamaica's second city - Montego Bay. You will learn about...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$100

Blue Hole Private Custom Day Trip from Montego Bay

This excursion is already customized to suit you’re needs but, you can add a few other stop or you’re choice in between the pick up …More

Runaway Bay, Jamaica

5.0 (17)

Blue Hole Private Custom Day Trip from Montego Bay

This excursion is already customized to suit you’re needs but, you can add a few other stop or you’re choice in between the pick up...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$100

Montego Bay Airport transfers-Excellence,Royalton,Ocean Coral Spring(Round Trip)

We are the new fun and exciting way to explore Jamaica. Providing exceptional transportation service to travelers in a friendly and safe environment. Our hospitality, …More

Lucea, Jamaica

5.0 (81)

Montego Bay Airport transfers-Excellence,Royalton,Ocean Coral Spring(Round Trip)

We are the new fun and exciting way to explore Jamaica. Providing exceptional transportation service to travelers in a friendly and safe environment. Our hospitality,...

30 to 45 minutes Hotel pickup offered Free Cancellation

5.0 (81)

from
$100

Montego Bay Highlights Tour With Bamboo Rafting Experience

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through …More

Montego Bay, Jamaica

5.0 (17)

Montego Bay Highlights Tour With Bamboo Rafting Experience

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$100

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?