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 →

Private Ocho Rios highlights and beach day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A …More

Ocho Rios, Jamaica

5.0 (2)

Private Ocho Rios highlights and beach day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$51

Larimar mine, ALL INCLUSIVE experience, from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up …More

5.0 (3)

Larimar mine, ALL INCLUSIVE experience, from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$93

Bob Marley's Birth Place( NINE MILE )Tour

Enjoy this day trip to Nine Miles, St. Ann to visit the birth and resting place of the late reggae legend, Bob Marley. At 3,000 …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birth Place( NINE MILE )Tour

Enjoy this day trip to Nine Miles, St. Ann to visit the birth and resting place of the late reggae legend, Bob Marley. At 3,000...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Luminous Lagoon Small Group Tour from Ocho Rios

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder. Here, guests are taken to a phosphorescent lagoon where they will embark …More

Ocho Rios, Jamaica

4.6 (7)

Luminous Lagoon Small Group Tour from Ocho Rios

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder. Here, guests are taken to a phosphorescent lagoon where they will embark...

3 hours Hotel pickup offered Free Cancellation

4.6 (7)

from
$140

Private Yacht with snorkelling from Montego Bay

Welcome to luxury on your very own private yacht while you explore the hidden islands off the coast of the Montego Bay shoreline. A warm …More

Montego Bay, Jamaica

5.0 (2)

Private Yacht with snorkelling from Montego Bay

Welcome to luxury on your very own private yacht while you explore the hidden islands off the coast of the Montego Bay shoreline. A warm...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$4,000

Day Trip to The Bob Marley Museum from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast …More

Montego Bay, Jamaica

4.4 (7)

Day Trip to The Bob Marley Museum from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast...

10 to 12 hours Hotel pickup offered Free Cancellation

4.4 (7)

from
$2,500

Montego Bay Highlights with Local Guide & Private Transportation

Prepare for an extraordinary adventure with our customizable "Montego Bay Highlights Tour." This immersive experience will take you deep into the heart and soul of …More

Montego Bay, Jamaica

5.0 (2)

Montego Bay Highlights with Local Guide & Private Transportation

Prepare for an extraordinary adventure with our customizable "Montego Bay Highlights Tour." This immersive experience will take you deep into the heart and soul of...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$45

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Trelawny, Jamaica

5.0 (2)

Bob Marley Nine Mile Private Tour

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$95

Private Charter Tour on Noali Axopar 37 Around St. Martin

You will be aboard a brand new Axopar 37 sun top model 2023. The unique setting with 2 sun beds, 7 rotating seating around the …More

5.0 (3)

Private Charter Tour on Noali Axopar 37 Around St. Martin

You will be aboard a brand new Axopar 37 sun top model 2023. The unique setting with 2 sun beds, 7 rotating seating around the...

7 hours 30 minutes Free Cancellation

5.0 (3)

from
$1,750

Stunning Natural Beauty: St. Kitts is known for its breathtaking natural landscapes, including lush rainforests, volcanic peaks, and pristine beaches. The Scenic Escape tour takes …More

5.0 (4)

Tour St. Kitts A Scenic Experience

Stunning Natural Beauty: St. Kitts is known for its breathtaking natural landscapes, including lush rainforests, volcanic peaks, and pristine beaches. The Scenic Escape tour takes...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$95

Private Horseback Riding from Ocho Rios with Guide

Discover the essence of Jamaica on a guided horseback tour that will take you through the island rural landscapes and then to the beach. This …More

Ocho Rios, Jamaica

4.1 (10)

Private Horseback Riding from Ocho Rios with Guide

Discover the essence of Jamaica on a guided horseback tour that will take you through the island rural landscapes and then to the beach. This...

45 minutes Hotel pickup offered Free Cancellation

4.1 (10)

from
$140

Rastafari Indigenous Village Tour Transportation [Entry Not included]

Rastafari is rightly associated with Jamaica, for the religion was born here in the 1930s. Rastafari is an Abrahamic faith that adheres to much of …More

Montego Bay, Jamaica

4.5 (6)

Rastafari Indigenous Village Tour Transportation [Entry Not included]

Rastafari is rightly associated with Jamaica, for the religion was born here in the 1930s. Rastafari is an Abrahamic faith that adheres to much of...

2 to 4 hours Hotel pickup offered Free Cancellation

4.5 (6)

from
$36

Bob Marley Nine Miles Tour From Montego Bay

From the man who brought us timeless songs like “One love”, “Redemption Songs”, see where it all began for the legendary Bob Marley, visit his …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Nine Miles Tour From Montego Bay

From the man who brought us timeless songs like “One love”, “Redemption Songs”, see where it all began for the legendary Bob Marley, visit his...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$256

Famous Lethe Rafting Tour & Limestone Body Massage

Lethe rafting id definitely a top pick and a unique Jamaican experience. Relax in your bamboo raft as your captain sails the beautiful and serene …More

Lucea, Jamaica

5.0 (2)

Famous Lethe Rafting Tour & Limestone Body Massage

Lethe rafting id definitely a top pick and a unique Jamaican experience. Relax in your bamboo raft as your captain sails the beautiful and serene...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$170

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will …More

Marigot Bay, St Lucia

5.0 (2)

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Private Twins Piton Tour in Soufriere, Saint Lucia

Your driver/guide will begin this tour from the Capital city of Castries. The duration of the tour is 5-6 hours. We will venture to the …More

Castries, St Lucia

5.0 (3)

Private Twins Piton Tour in Soufriere, Saint Lucia

Your driver/guide will begin this tour from the Capital city of Castries. The duration of the tour is 5-6 hours. We will venture to the...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$125

Montego Bay Jamaica to River Tubing and BlueHole River and Falls

A day tour of water attractions which starts in the mountains of Trelawny and St Ann parish border, where it’s a cool and relaxing downstream …More

Choc, St Lucia

5.0 (3)

Montego Bay Jamaica to River Tubing and BlueHole River and Falls

A day tour of water attractions which starts in the mountains of Trelawny and St Ann parish border, where it’s a cool and relaxing downstream...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$256

Jet Ski, Bamboo Rafting and Limestone Foot Massage Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of …More

Montego Bay, Jamaica

5.0 (2)

Jet Ski, Bamboo Rafting and Limestone Foot Massage Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$270

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

5.0 (3)

Rick's Cafe Sunset Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$58

Bahía de las Águilas, ALL INCLUSIVE experience from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up …More

5.0 (4)

Bahía de las Águilas, ALL INCLUSIVE experience from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$111

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?