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 →

Beautiful Sunset Tour at the Rick's Cafe in Negril

We live to impress our customers with every opportunity given. We give world class product and service to the Rick's Cafe in Negril, dolphin cove …More

Lucea, Jamaica

5.0 (8)

Beautiful Sunset Tour at the Rick's Cafe in Negril

We live to impress our customers with every opportunity given. We give world class product and service to the Rick's Cafe in Negril, dolphin cove...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$100

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what …More

Choc, St Lucia

5.0 (8)

Ride & Beach Lime Tour

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$93

The tour is unique because although we have a list of places for our guest to visit the tour can be customize to meet clients …More

5.0 (8)

Providenciales Group Island Tour

The tour is unique because although we have a list of places for our guest to visit the tour can be customize to meet clients...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,200

Bob Marley 9 Miles Tour and Dunns River Falls

With several years of experience in the tourism industry, I know of all the fun, scenic and adventurous places in Jamaica. I provide exclusive transportation …More

Montego Bay, Jamaica

5.0 (8)

Bob Marley 9 Miles Tour and Dunns River Falls

With several years of experience in the tourism industry, I know of all the fun, scenic and adventurous places in Jamaica. I provide exclusive transportation...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$115

Our airport transfers are by far one of St Lucia's most popular transfers with a scenic drives from the Hewanorra internation airport (UVF) or George …More

5.0 (8)

Private Luxury Transfers

Our airport transfers are by far one of St Lucia's most popular transfers with a scenic drives from the Hewanorra internation airport (UVF) or George...

1 hour 15 minutes Free Cancellation

5.0 (8)

from
$250

Soufriere Experience Island Tour of St Lucia

This tour begins with a pickup from your Hotel or Resort and then we take a drive down the West Coast. Learn about St Lucia's rich …More

Soufriere, St Lucia

5.0 (8)

Soufriere Experience Island Tour of St Lucia

This tour begins with a pickup from your Hotel or Resort and then we take a drive down the West Coast. Learn about St Lucia's rich...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$77

The Best of Port Antonio Day-Trip from Ocho Rios

Explore the parish of Portland on this day trip from Ocho Rios. Journey with a local guide and visit the town of Port Antonio and …More

Boscobel, Jamaica

5.0 (8)

The Best of Port Antonio Day-Trip from Ocho Rios

Explore the parish of Portland on this day trip from Ocho Rios. Journey with a local guide and visit the town of Port Antonio and...

7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$250

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is …More

Negril, Jamaica

5.0 (8)

Rick's Cafe & Shopping in Negril

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is...

2 to 4 hours Free Cancellation

5.0 (8)

from
$20

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park. …More

5.0 (8)

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park....

5 hours 30 minutes Free Cancellation

5.0 (8)

from
$90

Montego Bay’s Sightseeing Tour with Options to Customize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the tourism …More

Montego Bay, Jamaica

5.0 (8)

Montego Bay’s Sightseeing Tour with Options to Customize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the tourism...

1 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$39

The Montreal Garden Tour with Fraser's Taxi and Tours

Our guest are treated to a breathtaking Eco-tour of the pristine Montreal Gardens nestled deep in the Mesopotamia (Marriaqua) valley. Each guest would be treated …More

Kingstown, St Vincent and the Grenadines

5.0 (8)

The Montreal Garden Tour with Fraser's Taxi and Tours

Our guest are treated to a breathtaking Eco-tour of the pristine Montreal Gardens nestled deep in the Mesopotamia (Marriaqua) valley. Each guest would be treated...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$65

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to …More

Ocho Rios, Jamaica

4.9 (8)

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$133

Private Lethe Bamboo Rafting Lime Stone Foot Massage Tour

Enjoy a Private Customized Tour in a Comfortable, Air-Conditioned Vehicle Experience Jamaica like never before with a professional, friendly driver who caters to your every …More

Trelawny, Jamaica

5.0 (8)

Private Lethe Bamboo Rafting Lime Stone Foot Massage Tour

Enjoy a Private Customized Tour in a Comfortable, Air-Conditioned Vehicle Experience Jamaica like never before with a professional, friendly driver who caters to your every...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

Great River Bamboo Rafting and ATV Quad Bike Tour in Jamaica

Discover the perfect mix of relaxation and adrenaline on this unforgettable private adventure in Jamaica! Glide peacefully down the stunning Great River on a 30-foot …More

Montego Bay, Jamaica

5.0 (8)

Great River Bamboo Rafting and ATV Quad Bike Tour in Jamaica

Discover the perfect mix of relaxation and adrenaline on this unforgettable private adventure in Jamaica! Glide peacefully down the stunning Great River on a 30-foot...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$274

St. Lucia Rum Tour and Chocolate Making Experience

Start your tour from your accommodation into the town of Castries, then head to the Roseau Valley for a guided distillery tour and tastings of …More

Choc, St Lucia

4.9 (8)

St. Lucia Rum Tour and Chocolate Making Experience

Start your tour from your accommodation into the town of Castries, then head to the Roseau Valley for a guided distillery tour and tastings of...

5 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$140

Rocklands Bird Sanctuary and Montego Bay Highlights

Indulge in the ultimate Jamaican adventure with our exclusive private transportation experience! Journey through the picturesque hills of Anchovy to the breathtaking Rocklands, boasting panoramic …More

Montego Bay, Jamaica

5.0 (7)

Rocklands Bird Sanctuary and Montego Bay Highlights

Indulge in the ultimate Jamaican adventure with our exclusive private transportation experience! Journey through the picturesque hills of Anchovy to the breathtaking Rocklands, boasting panoramic...

2 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$120

I'm the only one offering family photoshoots on Bonaire as a tour. You can decide where we're going to make picuters! …More

5.0 (7)

Photoshoot

I'm the only one offering family photoshoots on Bonaire as a tour. You can decide where we're going to make picuters!...

45 to 90 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$270

Private Island Tour with Photo Shoot Options Northern Tour

Join us for an unforgettable adventure with our Northern and Southern tours, both offering fantastic opportunities for snorkeling at multiple sites teeming with our stunning …More

5.0 (7)

Private Island Tour with Photo Shoot Options Northern Tour

Join us for an unforgettable adventure with our Northern and Southern tours, both offering fantastic opportunities for snorkeling at multiple sites teeming with our stunning...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$60

Join us for a personalized full island tour of Bermuda! Led by expert local guides, you’ll explore all nine parishes, visiting stunning hotspots while traveling …More

5.0 (7)

Bermudaful Island 6 Hours Private Tour

Join us for a personalized full island tour of Bermuda! Led by expert local guides, you’ll explore all nine parishes, visiting stunning hotspots while traveling...

6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$1,500

Private Stingray City Snorkeling and BioBay Charter for 10 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and BioBay magic. Your 2-person crew including experienced …More

Grand Cayman, Cayman Islands

5.0 (7)

Private Stingray City Snorkeling and BioBay Charter for 10 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and BioBay magic. Your 2-person crew including experienced...

6 hours

5.0 (7)

from
$2,000

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?