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 →

St. Lucia Private Sunset Cruise - Marigot Bay and Rodney Bay

Romantic Private Sunset Cruise in St. Lucia. The Perfect End to Your Day! Imagine a serene evening on the tranquil Caribbean Sea, sailing along St. …More

Marigot Bay, St Lucia

5.0 (12)

St. Lucia Private Sunset Cruise - Marigot Bay and Rodney Bay

Romantic Private Sunset Cruise in St. Lucia. The Perfect End to Your Day! Imagine a serene evening on the tranquil Caribbean Sea, sailing along St....

2 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$97

Two Islands One Paradise private Tour of St Kitts and Nevis

This excursion gives you the opportunity to explore the vibrant culture and rich history of St. Kitts and Nevis on this private tour that showcases …More

5.0 (12)

Two Islands One Paradise private Tour of St Kitts and Nevis

This excursion gives you the opportunity to explore the vibrant culture and rich history of St. Kitts and Nevis on this private tour that showcases...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$425

Private Aruba Kayak & Snorkeling Tour + Transortation

If you love the Ocean and adventure, Kayak is one of the best options to explore Aruba's untouched Southside coastline and enjoy its beautiful Coral …More

Paradera, Aruba

4.8 (12)

Private Aruba Kayak & Snorkeling Tour + Transortation

If you love the Ocean and adventure, Kayak is one of the best options to explore Aruba's untouched Southside coastline and enjoy its beautiful Coral...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$155

Blue Hole Secret Waterfall And Highlight Tour

The Blue Hole Water Fall is in an environment that is pristine and undeveloped to allow nature to have her way displaying her glory to …More

Ocho Rios, Jamaica

5.0 (12)

Blue Hole Secret Waterfall And Highlight Tour

The Blue Hole Water Fall is in an environment that is pristine and undeveloped to allow nature to have her way displaying her glory to...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (12)

from
$60

Puerto Plata Combo Shore Excursion Adventure Buggy & Monkeys

Make the most of your cruise stop in Puerto Plata with this exciting private shore excursion from Tony Tours By AMGMT. Enjoy private transportation from …More

Cabarete, Dominican Republic

4.9 (12)

Puerto Plata Combo Shore Excursion Adventure Buggy & Monkeys

Make the most of your cruise stop in Puerto Plata with this exciting private shore excursion from Tony Tours By AMGMT. Enjoy private transportation from...

4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$129

Private All-Inclusive Sea and Land Tour in St Lucia

Explore St. Lucia's highlights through a guided half-day tour by sea and land. Begin your journey cruising along the island's stunning coastline en route to …More

Rodney Bay, St Lucia

5.0 (12)

Private All-Inclusive Sea and Land Tour in St Lucia

Explore St. Lucia's highlights through a guided half-day tour by sea and land. Begin your journey cruising along the island's stunning coastline en route to...

5 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$140

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the …More

5.0 (12)

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the...

7 hours Free Cancellation

5.0 (12)

from
$2,280

Crystal Bay Exuma Private Boat Tours & Fishing Charters

Our services are the private boat tour and fishing charter which allows the comfort and bliss of knowing you can enjoy your dream vacation in …More

Great Exuma, Bahamas

5.0 (12)

Crystal Bay Exuma Private Boat Tours & Fishing Charters

Our services are the private boat tour and fishing charter which allows the comfort and bliss of knowing you can enjoy your dream vacation in...

4 to 8 hours Free Cancellation

5.0 (12)

from
$266

Montego Bay Shopping and Sightseeing Private Tour

Finding the perfect souvenir can be a challenge if you're staying in Montego Bay and already trying to experience all the city has to offer. …More

Montego Bay, Jamaica

4.9 (12)

Montego Bay Shopping and Sightseeing Private Tour

Finding the perfect souvenir can be a challenge if you're staying in Montego Bay and already trying to experience all the city has to offer....

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$50

Private Blue Hole and River Tubing from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks …More

Kingston, Jamaica

5.0 (12)

Private Blue Hole and River Tubing from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$100

Bamboo Rafting & Limestone Foot Massage from Montego Bay

This is a very relaxing tour, full of nature and serenity, that will leave you yearning for more, as you cruise down the magnificent “Great …More

Montego Bay, Jamaica

5.0 (12)

Bamboo Rafting & Limestone Foot Massage from Montego Bay

This is a very relaxing tour, full of nature and serenity, that will leave you yearning for more, as you cruise down the magnificent “Great...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (12)

from
$115

Being adventurous in exciting ATVS through the hills and valley of Jamaica is an amazing experience. Saddle up and let's go through the jungle. Be …More

4.9 (12)

ATV and Rick's Cafe Private Tour

Being adventurous in exciting ATVS through the hills and valley of Jamaica is an amazing experience. Saddle up and let's go through the jungle. Be...

6 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$196

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body …More

Montego Bay, Jamaica

4.9 (12)

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body...

4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$120

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where …More

Cabarete, Dominican Republic

4.9 (12)

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$55

Private Transportation from Montego Bay to Mystic Mountain and Dunn's River Fall

This tour is a private compact tour filled with excursions allot of things to do. Both tour spot duns river fall and mystic mountain adventure …More

Montego Bay, Jamaica

4.9 (12)

Private Transportation from Montego Bay to Mystic Mountain and Dunn's River Fall

This tour is a private compact tour filled with excursions allot of things to do. Both tour spot duns river fall and mystic mountain adventure...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$98

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled …More

5.0 (12)

Cigar Factory Tour in Puerto Plata

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled...

30 minutes

5.0 (12)

from
$18

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different. …More

Speyside, Trinidad and Tobago

5.0 (12)

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different....

1 day Hotel pickup offered Free Cancellation

5.0 (12)

from
$383

Private Tour for Negril Seven Miles Beach & Rick's Cafe Jamaica

Discover stress-free, reliable transportation that elevates your travel experience! Our service offers punctual pick-ups and drop-offs, ensuring you’re always on time. Travel in comfort with …More

Boscobel, Jamaica

4.8 (12)

Private Tour for Negril Seven Miles Beach & Rick's Cafe Jamaica

Discover stress-free, reliable transportation that elevates your travel experience! Our service offers punctual pick-ups and drop-offs, ensuring you’re always on time. Travel in comfort with...

7 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$90

Unapologetically BLACK! A Heritage Walking Tour of Bridgetown

Our tours amplify ancestral voices for those who approach with respect. All are welcome, but disrespect, entitlement, or commodification ends the tour instantly with no …More

4.9 (12)

Unapologetically BLACK! A Heritage Walking Tour of Bridgetown

Our tours amplify ancestral voices for those who approach with respect. All are welcome, but disrespect, entitlement, or commodification ends the tour instantly with no...

1 hour 45 minutes Free Cancellation

4.9 (12)

from
$55

Enjoy a Private Catch and Cook Boat Tour Adventure in Freeport, Bahamas. Spend the day exploring tu⁠rquoise waters, catching⁠ fresh seafood, snorkeling vibrant reef systems, …More

5.0 (12)

Private Catch and Cook Boat Tour Adventure in Freeport Bahamas

Enjoy a Private Catch and Cook Boat Tour Adventure in Freeport, Bahamas. Spend the day exploring tu⁠rquoise waters, catching⁠ fresh seafood, snorkeling vibrant reef systems,...

4 hours

5.0 (12)

from
$660

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

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?