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 →

Great River Rafting With Limestone Massage From Montego Bay

Basically this completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and sightseeing tour With a certified guide you can …More

Montego Bay, Jamaica

5.0 (6)

Great River Rafting With Limestone Massage From Montego Bay

Basically this completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and sightseeing tour With a certified guide you can...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$100

Montego Bay Night Life & Clubbing l Pier 1, Lounge 27/27 l Taboo

Montego Bay's Night life is always popping. You’ll get a bomb experience from partying with Jamaicans. Smoke Hookahs, Enjoy the dance floor, and vibe to …More

Lucea, Jamaica

5.0 (6)

Montego Bay Night Life & Clubbing l Pier 1, Lounge 27/27 l Taboo

Montego Bay's Night life is always popping. You’ll get a bomb experience from partying with Jamaicans. Smoke Hookahs, Enjoy the dance floor, and vibe to...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$42

Private ATV Experience tour from Montego Bay with Lunch

A "Wet and Wild" ATV experience typically involves riding all-terrain vehicles (ATVs) through challenging and adventurous terrains that might include mud, water crossings, and rugged …More

Montego Bay, Jamaica

5.0 (6)

Private ATV Experience tour from Montego Bay with Lunch

A "Wet and Wild" ATV experience typically involves riding all-terrain vehicles (ATVs) through challenging and adventurous terrains that might include mud, water crossings, and rugged...

2 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$203

A serene stop at the Blue Hole on this half-day private tour from Ocho Rios. With a private guide dedicated just to you and your …More

Kingston, Jamaica

5.0 (6)

Blue Hole Adventure Tours

A serene stop at the Blue Hole on this half-day private tour from Ocho Rios. With a private guide dedicated just to you and your...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$65

Luminous Lagoon Glistening Waters Tour from Montego Bay Jamaica

Explore the bioluminescence in the luminous lagoon one of Jamaica’s most magical natural attractions, where millions of microscopic organisms create a breathtaking blue-green glow in …More

Trelawny, Jamaica

5.0 (6)

Luminous Lagoon Glistening Waters Tour from Montego Bay Jamaica

Explore the bioluminescence in the luminous lagoon one of Jamaica’s most magical natural attractions, where millions of microscopic organisms create a breathtaking blue-green glow in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$55

Green Grotto Cave and Puerto Seco Beach 2-in -1 Private Tour

Explore St. Ann Parish on this day trip from your hotel. Visit 2 of Discovery Bay attractions. Check out the beautiful white sand and turquoise …More

Montego Bay, Jamaica

4.8 (6)

Green Grotto Cave and Puerto Seco Beach 2-in -1 Private Tour

Explore St. Ann Parish on this day trip from your hotel. Visit 2 of Discovery Bay attractions. Check out the beautiful white sand and turquoise...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$110

Mayfield Falls & Lethe River Bamboo Rafting- Discount on groups

(NOTE- Group discounts begin at 8 or more people) This tour allows guest to enjoy nature at its best in the confines of the mountains. …More

5.0 (6)

Mayfield Falls & Lethe River Bamboo Rafting- Discount on groups

(NOTE- Group discounts begin at 8 or more people) This tour allows guest to enjoy nature at its best in the confines of the mountains....

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$175

Seven Mile Beach and Ricks Cafe Private Tour.

Among the most beautiful beaches in Jamaica, Seven mile beach is a shining star. Powdery white sand, crystal clear water and loads of watersports set …More

Montego Bay, Jamaica

5.0 (6)

Seven Mile Beach and Ricks Cafe Private Tour.

Among the most beautiful beaches in Jamaica, Seven mile beach is a shining star. Powdery white sand, crystal clear water and loads of watersports set...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$49

Martha Brae Rafting, Horseback Riding and Luminous Lagoon - Triple Treat

Falmouth Triple Treat experience of rafting on the Martha Brae, horseback ride and swim at Braco Stables and the bio-luminescent exploration of Luminous Lagoon is …More

Montego Bay, Jamaica

5.0 (6)

Martha Brae Rafting, Horseback Riding and Luminous Lagoon - Triple Treat

Falmouth Triple Treat experience of rafting on the Martha Brae, horseback ride and swim at Braco Stables and the bio-luminescent exploration of Luminous Lagoon is...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$266

Rose Hall Great House and Luminous Lagoon Night [Transportation only ]

Explore the fascinating legend that surrounds Rose Hall Great House known for its horror stories about the infamous Annie Palmer. This mysterious tail has taunted …More

Montego Bay, Jamaica

4.8 (6)

Rose Hall Great House and Luminous Lagoon Night [Transportation only ]

Explore the fascinating legend that surrounds Rose Hall Great House known for its horror stories about the infamous Annie Palmer. This mysterious tail has taunted...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$55

Cruise Ship - On Island for a Day Excursion

THE PERFECT TOUR FOR CRUISE SHIP PASSENGERS! This tour takes you right through the west coast of Saint Lucia. The famous twin Pitons and the …More

5.0 (6)

Cruise Ship - On Island for a Day Excursion

THE PERFECT TOUR FOR CRUISE SHIP PASSENGERS! This tour takes you right through the west coast of Saint Lucia. The famous twin Pitons and the...

4 to 6 hours Free Cancellation

5.0 (6)

from
$108

Sailing Adventure Cruise from Montego Bay

Let's go sailing! Imagine diving into the crystal clear waters over a coral reef filled with exotic fish, turtles and starfish. You can even participate in …More

Montego Bay, Jamaica

5.0 (6)

Sailing Adventure Cruise from Montego Bay

Let's go sailing! Imagine diving into the crystal clear waters over a coral reef filled with exotic fish, turtles and starfish. You can even participate in...

4 hours

5.0 (6)

from
$138

Private Guided Piton Hiking and Mud Bath Experience

Embark on an exhilarating day that melds the thrill of a Gros Piton hike with the blissful rejuvenation of a mud bath experience. This adventure …More

Vieux Fort, St Lucia

5.0 (6)

Private Guided Piton Hiking and Mud Bath Experience

Embark on an exhilarating day that melds the thrill of a Gros Piton hike with the blissful rejuvenation of a mud bath experience. This adventure...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$220

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of …More

Montego Bay, Jamaica

4.8 (6)

White River Tubing From Montego Bay

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of...

4 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$160

Blue Hole Waterfalls Excursion from Montego Bay

One of Jamaica’s best kept secrets! A treasure located about 20 min drive outside of Ocho Rios on an off beaten path (tropical rain forest …More

Montego Bay, Jamaica

5.0 (6)

Blue Hole Waterfalls Excursion from Montego Bay

One of Jamaica’s best kept secrets! A treasure located about 20 min drive outside of Ocho Rios on an off beaten path (tropical rain forest...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$244

Lethe River Rafting Travel from Montego Bay w FREE Rum Punch

Start your Jamaica Excursion off right by being picked up by a fun & knowledgeable local, who will give you the experience you deserve during …More

Montego Bay, Jamaica

5.0 (6)

Lethe River Rafting Travel from Montego Bay w FREE Rum Punch

Start your Jamaica Excursion off right by being picked up by a fun & knowledgeable local, who will give you the experience you deserve during...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$32

Deep Sea Fishing (Street Food and Beer Included)

The tour is suitable both for beginners and more experienced fishers! We will teach you everything you need to know about deep sea fishing in …More

5.0 (6)

Deep Sea Fishing (Street Food and Beer Included)

The tour is suitable both for beginners and more experienced fishers! We will teach you everything you need to know about deep sea fishing in...

4 hours Hotel pickup offered

5.0 (6)

from
$450

Historical attractions of Alexander Hamillton Mother's Gravesite

-Immerse yourself in a captivating journey through time with our exclusive Experience at the landmark estate the Estate Grange. -Step back into the rich tapestry …More

5.0 (6)

Historical attractions of Alexander Hamillton Mother's Gravesite

-Immerse yourself in a captivating journey through time with our exclusive Experience at the landmark estate the Estate Grange. -Step back into the rich tapestry...

50 minutes Free Cancellation

5.0 (6)

from
$13

Martha Brae Private River Rafting from Montego Bay

Book a trip downstream aboard a bamboo raft and visit a local garden filled with a variety of local medicinal herbs. Explore the beautiful nature …More

Montego Bay, Jamaica

4.8 (6)

Martha Brae Private River Rafting from Montego Bay

Book a trip downstream aboard a bamboo raft and visit a local garden filled with a variety of local medicinal herbs. Explore the beautiful nature...

3 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$88

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and …More

Kingston, Jamaica

5.0 (6)

Dirt Bike Tours

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$350

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?