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 →

We’re not just another tour we’re your gateway to the real Bahamas! With thrilling rides, hidden gems, and a personal touch that no big company …More

Nassau, Bahamas

4.6 (25)

Ride Paradise Live Adventure and ATV Tours at Nassau Bahamas

We’re not just another tour we’re your gateway to the real Bahamas! With thrilling rides, hidden gems, and a personal touch that no big company...

3 to 4 hours Hotel pickup offered Free Cancellation

4.6 (25)

from
$98

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and …More

Lucea, Jamaica

4.7 (24)

Rockland Bird Sanctuary Private Tour

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and...

2 hours Hotel pickup offered Free Cancellation

4.7 (24)

from
$86

Drift into paradise on this relaxing bamboo rafting tour along the peaceful Great River in Montego Bay. Guided by a local expert, you’ll float on …More

Lucea, Jamaica

4.5 (24)

#1 Bamboo Rafting With foot Massage

Drift into paradise on this relaxing bamboo rafting tour along the peaceful Great River in Montego Bay. Guided by a local expert, you’ll float on...

3 hours Hotel pickup offered Free Cancellation

4.5 (24)

from
$60

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

Jamaica Giants sculpture park, art galleries

Come visit the land of the Giants-Jamaica's #1 Sculpture Park and art galleries! Have an intimate experience with thousands of acres of unspoiled tropical forests …More

Negril, Jamaica

4.6 (23)

Jamaica Giants sculpture park, art galleries

Come visit the land of the Giants-Jamaica's #1 Sculpture Park and art galleries! Have an intimate experience with thousands of acres of unspoiled tropical forests...

1 to 2 hours Hotel pickup offered Free Cancellation

4.6 (23)

from
$40

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in …More

Falmouth, Jamaica

4.4 (23)

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in...

2 to 3 hours Hotel pickup offered Free Cancellation

4.4 (23)

from
$47

Private Horseback Ride and Swim Adventure from Montego Bay

The "Best of Jamaica Adventure: Horseback Ride and Swim Tour" is perfect for those seeking adventure while enjoying the beauty of Jamaica's countryside and the …More

Montego Bay, Jamaica

4.7 (22)

Private Horseback Ride and Swim Adventure from Montego Bay

The "Best of Jamaica Adventure: Horseback Ride and Swim Tour" is perfect for those seeking adventure while enjoying the beauty of Jamaica's countryside and the...

1 hour Hotel pickup offered Free Cancellation

4.7 (22)

from
$170

Private Customizable Island Sightseeing Tour in St Maarten

This Private Island Tour is for any amount of Persons and set for the first 5 persons with any additional being added accordingly, if there …More

Philipsburg, St Maarten

4.6 (22)

Private Customizable Island Sightseeing Tour in St Maarten

This Private Island Tour is for any amount of Persons and set for the first 5 persons with any additional being added accordingly, if there...

6 hours Free Cancellation

4.6 (22)

from
$550

This tour is perfect for adventure seekers and nature lovers eager to explore some Curaçao most stunning and secluded destinations, including Playa Kenepa, Playa Piskado, …More

Willemstad, Curacao

4.6 (21)

Private Guided Curaçao Island Tour

This tour is perfect for adventure seekers and nature lovers eager to explore some Curaçao most stunning and secluded destinations, including Playa Kenepa, Playa Piskado,...

4 to 5 hours Hotel pickup offered Free Cancellation

4.6 (21)

from
$199

Head out with us locals on a private charter that would take you around the Stingrays, Corals, and Starfish. If you wish we can include …More

Seven Mile Beach, Cayman Islands

4.7 (21)

Grand Cayman Half-Day Private Charter

Head out with us locals on a private charter that would take you around the Stingrays, Corals, and Starfish. If you wish we can include...

4 hours Hotel pickup offered Free Cancellation

4.7 (21)

from
$2,100

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable …More

4.7 (21)

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable...

1 hour Free Cancellation

4.7 (21)

from
$149

Private Airport Transfers Roundtrip Punta Cana Hotels

Know our stories from 5 centuries ago, from the colonization of the Spaniards on our island, as well as visit the monuments built by them …More

Punta Cana, Dominican Republic

4.6 (21)

Private Airport Transfers Roundtrip Punta Cana Hotels

Know our stories from 5 centuries ago, from the colonization of the Spaniards on our island, as well as visit the monuments built by them...

25 minutes Hotel pickup offered Free Cancellation

4.6 (21)

from
$5

Private Jeep Tour: Explore Aruba's National Park Off-Road

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up …More

4.7 (21)

Private Jeep Tour: Explore Aruba's National Park Off-Road

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up...

4 hours Hotel pickup offered Free Cancellation

4.7 (21)

from
$550

Ocho Rios Shore Excursion: Blue Hole, Tubing, Horseback Riding

Experience the ultimate Ocho Rios shore excursion and hotel adventure with this action-packed combo featuring Blue Hole Ocho Rios, White River tubing, and horseback riding. …More

Ocho Rios, Jamaica

4.6 (21)

Ocho Rios Shore Excursion: Blue Hole, Tubing, Horseback Riding

Experience the ultimate Ocho Rios shore excursion and hotel adventure with this action-packed combo featuring Blue Hole Ocho Rios, White River tubing, and horseback riding....

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (21)

from
$175

Customers get to have a more personal or one on one experience on this tour. They will have a dedicated vehicle with driver/guide at all …More

Kingston, Jamaica

4.7 (20)

Private Ocho Rios highlight tour

Customers get to have a more personal or one on one experience on this tour. They will have a dedicated vehicle with driver/guide at all...

4 hours Hotel pickup offered Free Cancellation

4.7 (20)

from
$80

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great …More

Falmouth, Jamaica

4.7 (20)

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (20)

from
$102

Into the Wild: Grenada Rainforest, Crater Lake & Mona Monkeys!

You came for the Caribbean — let's make sure you actually experience it. On this private, customizable tour, you choose what matters most: stunning panoramic …More

4.7 (19)

Into the Wild: Grenada Rainforest, Crater Lake & Mona Monkeys!

You came for the Caribbean — let's make sure you actually experience it. On this private, customizable tour, you choose what matters most: stunning panoramic...

3 hours Hotel pickup offered Free Cancellation

4.7 (19)

from
$125

Aruba Element Private Boat Charter (After-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat …More

Palm - Eagle Beach, Aruba

4.7 (19)

Aruba Element Private Boat Charter (After-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat...

3 hours Free Cancellation

4.7 (19)

from
$769

we package your experience with a professional video all included in the cost. So you get to take this unforgettable memory back home. …More

4.5 (19)

Snorkel, Swim & Snap-w/ Video

we package your experience with a professional video all included in the cost. So you get to take this unforgettable memory back home....

2 hours Free Cancellation

4.5 (19)

from
$95

Private Great River Rafting Tour with limestone massage

The Great River is a riverside retreat where Jamaica’s natural beauty and culture come together. Set along the Great River on a former banana plantation, …More

Montego Bay, Jamaica

4.6 (18)

Private Great River Rafting Tour with limestone massage

The Great River is a riverside retreat where Jamaica’s natural beauty and culture come together. Set along the Great River on a former banana plantation,...

1 hour Hotel pickup offered Free Cancellation

4.6 (18)

from
$120

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?