Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Topper's Rhum Distillery Tour in St Maarten View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour Aruba UTV & ATV Adventure 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 Bamboo Rafting Tour In Lethe and Limestone Massage

Come and sit upon a handcrafted 30ft bamboo raft at the Lethe Village, as your experienced guide navigates the soothing waters of the Great River. …More

Lucea, Jamaica

4.5 (2)

Private Bamboo Rafting Tour In Lethe and Limestone Massage

Come and sit upon a handcrafted 30ft bamboo raft at the Lethe Village, as your experienced guide navigates the soothing waters of the Great River....

2 to 3 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$115

Private Transportation to Blue Hole & Dunns River Falls-w Drinks!

Embark on the ultimate Jamaican adventure with our exclusive combo tour, seamlessly combining the breathtaking wonders of Dunn's River Falls and the hidden gem of …More

Montego Bay, Jamaica

4.5 (2)

Private Transportation to Blue Hole & Dunns River Falls-w Drinks!

Embark on the ultimate Jamaican adventure with our exclusive combo tour, seamlessly combining the breathtaking wonders of Dunn's River Falls and the hidden gem of...

3 to 6 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$60

Montego Bay Private Negril 7mile beach and Sunset at Rick's Cafe

A private tour to Negril from Montego Bay is a great way to experience the beauty of Jamaica's coastline and enjoy breathtaking views of the …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Private Negril 7mile beach and Sunset at Rick's Cafe

A private tour to Negril from Montego Bay is a great way to experience the beauty of Jamaica's coastline and enjoy breathtaking views of the...

3 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$128

Flying Dress Clear Kayak Photo Shoot in Montego Bay

Our flying dress kayak drone photo shoot offers an extraordinary and unforgettable experience for adventurous travelers and photography enthusiasts. Here's what makes it unique and …More

Trelawny, Jamaica

5.0 (1)

Flying Dress Clear Kayak Photo Shoot in Montego Bay

Our flying dress kayak drone photo shoot offers an extraordinary and unforgettable experience for adventurous travelers and photography enthusiasts. Here's what makes it unique and...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$700

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

ATV, Bamboo Rafting & Horseback Riding from Montego Bay

Experience the thrill of ATV, bamboo rafting, and horseback riding on our combo tour in Jamaica. Escape your resort and discover the island's beauty. Sit …More

Montego Bay, Jamaica

5.0 (1)

ATV, Bamboo Rafting & Horseback Riding from Montego Bay

Experience the thrill of ATV, bamboo rafting, and horseback riding on our combo tour in Jamaica. Escape your resort and discover the island's beauty. Sit...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The …More

Montego Bay, Jamaica

5.0 (1)

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Dunns River Falls and Blue Hole Tour From Montego Bay

Embark on a trip from Montego Bay to Ocho Rios and experience Dunn's River Falls. Climb the 600ft falls for incredible views, swim in the …More

Trelawny, Jamaica

5.0 (1)

Dunns River Falls and Blue Hole Tour From Montego Bay

Embark on a trip from Montego Bay to Ocho Rios and experience Dunn's River Falls. Climb the 600ft falls for incredible views, swim in the...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Anamuya Mountains Small Group Walking Tour

Take a walk on the wild side with a tour of the Dominican Republic's rugged Anamuya Mountains. See a snapshot of rural life as shown …More

Punta Cana, Dominican Republic

4.0 (3)

Anamuya Mountains Small Group Walking Tour

Take a walk on the wild side with a tour of the Dominican Republic's rugged Anamuya Mountains. See a snapshot of rural life as shown...

4 hours Hotel pickup offered Free Cancellation

4.0 (3)

from
$49

Bermuda Gems and Private Resort Beach Day Experience

Your Journey begins After being picked up in a comfortable air conditioned vehicle from the historic Dockyard site, then we first venture to the old …More

4.7 (3)

Bermuda Gems and Private Resort Beach Day Experience

Your Journey begins After being picked up in a comfortable air conditioned vehicle from the historic Dockyard site, then we first venture to the old...

9 hours Hotel pickup offered

4.7 (3)

from
$249

Pelican Bar and Black River Hi light Tour

The Pelican Bar is definitely something to brag about. Floyd’s Pelican Bar is a tiny bar made of driftwood stilted on a huge sandbar by …More

5.0 (1)

Pelican Bar and Black River Hi light Tour

The Pelican Bar is definitely something to brag about. Floyd’s Pelican Bar is a tiny bar made of driftwood stilted on a huge sandbar by...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Hit the streets like a local! Our Can Am Mavericks will have everyone's heads turning as you immerse yourself in the rich culture of Puerto …More

5.0 (1)

Can Am Rental - YOU DRIVE!

Hit the streets like a local! Our Can Am Mavericks will have everyone's heads turning as you immerse yourself in the rich culture of Puerto...

2 hours Free Cancellation

5.0 (1)

from
$323

…More

5.0 (1)

Inflatable Paddle Boards

...

2 to 14 days Free Cancellation

5.0 (1)

from
$65

Luminous Lagoon and Rose Hall (optional)

Luminous Lagoon is an evening boat ride tour. At night the lagoon sparkles and glistens when disturbed. The tour guide will give an extensive explanation …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon and Rose Hall (optional)

Luminous Lagoon is an evening boat ride tour. At night the lagoon sparkles and glistens when disturbed. The tour guide will give an extensive explanation...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Negril Tour with stops at Seven Mile Beach and Ricks Cafe

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath …More

Lucea, Jamaica

5.0 (1)

Negril Tour with stops at Seven Mile Beach and Ricks Cafe

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Kingston City Private Cultural and Heritage 3 in 1 Day Tour

Are you ready to embark on a journey of a lifetime? Our Culture and Heritage Tour is no ordinary trip-it is an adventure that will …More

Kingston, Jamaica

5.0 (1)

Kingston City Private Cultural and Heritage 3 in 1 Day Tour

Are you ready to embark on a journey of a lifetime? Our Culture and Heritage Tour is no ordinary trip-it is an adventure that will...

4 to 6 hours Free Cancellation

5.0 (1)

from
$200

Grand Cayman: Stingray City and Snorkeling with Beach Lunch

One incredible half-day. Different sides of Grand Cayman. One unforgettable Caribbean adventure. Step into the warm, crystal-clear shallows of Stingray City, where majestic southern stingrays …More

Grand Cayman, Cayman Islands

5.0 (1)

Grand Cayman: Stingray City and Snorkeling with Beach Lunch

One incredible half-day. Different sides of Grand Cayman. One unforgettable Caribbean adventure. Step into the warm, crystal-clear shallows of Stingray City, where majestic southern stingrays...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$189

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local …More

Punta Cana, Dominican Republic

4.2 (5)

Punta Cana Shopping & Lunch Experience

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local...

3 to 4 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$90

Private Kingston and Bob Marley Museum Tour from Falmouth

Be prepared to fully immerse in the way of life of the Jamaican people. Learn our history and what make us who we are. This …More

Runaway Bay, Jamaica

5.0 (1)

Private Kingston and Bob Marley Museum Tour from Falmouth

Be prepared to fully immerse in the way of life of the Jamaican people. Learn our history and what make us who we are. This...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

When will you ever drive a Speed Boat in the Caribbean? Unless you're James Bond you won't! So join us for this one-of-a-kind experience that …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana Speed Boat with Snorkelling

When will you ever drive a Speed Boat in the Caribbean? Unless you're James Bond you won't! So join us for this one-of-a-kind experience that...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Frequently Asked Questions

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

What are the best options for Caribbean Tours & Sightseeing?

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

What are the best kid-friendly options for Caribbean Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Tours & Sightseeing are:

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing 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 Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

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