Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba …More

3.9 (18)

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba...

1 to 2 hours Free Cancellation

3.9 (18)

from
$34

Private Montego Bay City Highlights Tour

When traveling with Island Life Tours you will get a first hand view of Montego Bay and its historic site, taste what the city has …More

Montego Bay, Jamaica

5.0 (37)

Private Montego Bay City Highlights Tour

When traveling with Island Life Tours you will get a first hand view of Montego Bay and its historic site, taste what the city has...

3 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$33

Bamboo rafting on the great river -Transportation only

This rafting tour is different because of what it offer and the history of the river and now the local live and you will also …More

Negril, Jamaica

4.5 (10)

Bamboo rafting on the great river -Transportation only

This rafting tour is different because of what it offer and the history of the river and now the local live and you will also...

5 hours Hotel pickup offered Free Cancellation

4.5 (10)

from
$33

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 Free Cancellation

5.0 (6)

from
$32

Private Horseback Riding & Bamboo Rafting Tour Ocho Rios Jamaica

A nature trail of the rainforest has been narrated by a tour guide and you end up at the Ocean, and enjoy the thrill of …More

Runaway Bay, Jamaica

5.0 (2)

Private Horseback Riding & Bamboo Rafting Tour Ocho Rios Jamaica

A nature trail of the rainforest has been narrated by a tour guide and you end up at the Ocean, and enjoy the thrill of...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$32

VIP Airport Transfers – Travel in Comfort, Arrive in Style

VIP Airport Pickup & Private Island Tour – Discover St. Maarten in Style Experience the perfect combination of luxury, comfort, and authentic Caribbean hospitality. From …More

5.0 (3)

VIP Airport Transfers – Travel in Comfort, Arrive in Style

VIP Airport Pickup & Private Island Tour – Discover St. Maarten in Style Experience the perfect combination of luxury, comfort, and authentic Caribbean hospitality. From...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$32

Martha Brae River Rafting Private Transportation

Whether you're looking for Romance or making this day a family outing, this is sure to be a day you'll remember. The rafts may look …More

Montego Bay, Jamaica

5.0 (2)

Martha Brae River Rafting Private Transportation

Whether you're looking for Romance or making this day a family outing, this is sure to be a day you'll remember. The rafts may look...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$32

Historical Guided Walking Tour of Marigot by ISLAND FRIEND

Our historical visit to Marigot allows us to understand to travel through time and space as we stroll through the centuries, revealed by Marigot's streets …More

5.0 (6)

Historical Guided Walking Tour of Marigot by ISLAND FRIEND

Our historical visit to Marigot allows us to understand to travel through time and space as we stroll through the centuries, revealed by Marigot's streets...

1 hour 30 minutes Free Cancellation

5.0 (6)

from
$31

Doctor’s Cave Beach and Margaritaville Private Tour

Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip. With your local …More

Montego Bay, Jamaica

3.5 (2)

Doctor’s Cave Beach and Margaritaville Private Tour

Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip. With your local...

5 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$31

Montego Bay - Exclusive Airport/Cruise Port Transfer

Start your trip to Jamaica, with our exclusive, private transportation services. With years of tourism experience, we provide direct airport and cruise port transfers, plus …More

Montego Bay, Jamaica

5.0 (39)

Montego Bay - Exclusive Airport/Cruise Port Transfer

Start your trip to Jamaica, with our exclusive, private transportation services. With years of tourism experience, we provide direct airport and cruise port transfers, plus...

10 to 30 minutes Free Cancellation

5.0 (39)

from
$31

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know …More

Rodney Bay, St Lucia

4.8 (106)

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know...

3 hours Hotel pickup offered Free Cancellation

4.8 (106)

from
$30

Enjoy the Grand Tour of Willemstad in the comfort of your own private tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World …More

4.4 (188)

Willemstad Shore Excursion:

Enjoy the Grand Tour of Willemstad in the comfort of your own private tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World...

1 hour Free Cancellation

4.4 (188)

from
$30

Jamaica Dolphin Cove offers a one-of-a-kind experience that will leave you in awe of the wonders of the sea. Don't miss out on the chance …More

Lucea, Jamaica

5.0 (18)

Private Dolphin Cove Adventure

Jamaica Dolphin Cove offers a one-of-a-kind experience that will leave you in awe of the wonders of the sea. Don't miss out on the chance...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$30

Private beginner only Horseback on Macao beach

Go all over macao beach an macao river take the must beautiful sunset horseback Riding on the must beautiful beach in punta cana macao Beach …More

Punta Cana, Dominican Republic

4.6 (7)

Private beginner only Horseback on Macao beach

Go all over macao beach an macao river take the must beautiful sunset horseback Riding on the must beautiful beach in punta cana macao Beach...

2 hours Free Cancellation

4.6 (7)

from
$30

Welcome to San Juan's Old Town: Private Half-Day Walking Tour

Experience the best of Old Town on a private walking tour, where you will learn about the island's history through to today. Dive into the …More

4.9 (7)

Welcome to San Juan's Old Town: Private Half-Day Walking Tour

Experience the best of Old Town on a private walking tour, where you will learn about the island's history through to today. Dive into the...

3 hours Free Cancellation

4.9 (7)

from
$30

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every …More

Punta Cana, Dominican Republic

4.8 (13)

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$30

Jet Car Experience in Montego Bay with Private Transfer

Experience the thrill of a lifetime with our jet car adventure in Montego Bay! Feel the adrenaline rush as you race along the picturesque coastline …More

Montego Bay, Jamaica

4.8 (5)

Jet Car Experience in Montego Bay with Private Transfer

Experience the thrill of a lifetime with our jet car adventure in Montego Bay! Feel the adrenaline rush as you race along the picturesque coastline...

2 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$30

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

A day in the beautiful city of Montego bay were you will enjoy Margaritaville on the hipstrip enjoying good food, music and water activities then …More

Montego Bay, Jamaica

4.5 (8)

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

A day in the beautiful city of Montego bay were you will enjoy Margaritaville on the hipstrip enjoying good food, music and water activities then...

3 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$30

Hastings Tours provides private round trip transportion to and from the Magnificent Luminous Lagoon. Guests are entertained with music and fireworks and served a complimentary …More

Trelawny, Jamaica

5.0 (1)

Luminous Lagoon Tour

Hastings Tours provides private round trip transportion to and from the Magnificent Luminous Lagoon. Guests are entertained with music and fireworks and served a complimentary...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$30

Ocho Rios: Guided Sightseeing and Shopping Tour

Immerse yourself in a world of whimsy and wonder as we whisk you away to the most charming gift shops and souvenir stalls. From quaint …More

Kingston, Jamaica

4.5 (2)

Ocho Rios: Guided Sightseeing and Shopping Tour

Immerse yourself in a world of whimsy and wonder as we whisk you away to the most charming gift shops and souvenir stalls. From quaint...

1 to 2 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$30

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?