Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour Aruba UTV Adventure to Natural Pool Jeep Transfer 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Catamaran Excursions to Noah’s Ark Beach Club! Discover the ultimate day trip with our exclusive catamaran excursions to Noah’s Ark Beach Club, a tropical oasis …More

Noah's Ark Beach Club Tour on a Private Catamaran

Catamaran Excursions to Noah’s Ark Beach Club! Discover the ultimate day trip with our exclusive catamaran excursions to Noah’s Ark Beach Club, a tropical oasis...

4 hours

from
$2,000

Private Samana Full-Day Excursion - Pickup from Bayahibe

This excursion is full day. And we leave from the hotels in Bayahibe We visit the waterfall, Lemon Leap, We will arrive at Miches and …More

Samaná, Dominican Republic

Private Samana Full-Day Excursion - Pickup from Bayahibe

This excursion is full day. And we leave from the hotels in Bayahibe We visit the waterfall, Lemon Leap, We will arrive at Miches and...

10 hours Hotel pickup offered Free Cancellation

from
$7,950

Enjoy our catamaran with unrivalled comfort and privatized, with your family or friends. Enjoy our delicious cocktails and homemade appetizers facing the beauty of the …More

St Martin Grand Case: Private cruise after sunset

Enjoy our catamaran with unrivalled comfort and privatized, with your family or friends. Enjoy our delicious cocktails and homemade appetizers facing the beauty of the...

2 hours 30 minutes Free Cancellation

from
$1,569

Private Catamaran Cruise and Snorkeling in Montego Bay Area

Basically you get this completely private for your group. Mimosas, cold towels, and an onboard DJ set this Montego Bay Private All-inclusive Catamaran Cruise apart …More

Montego Bay, Jamaica

Private Catamaran Cruise and Snorkeling in Montego Bay Area

Basically you get this completely private for your group. Mimosas, cold towels, and an onboard DJ set this Montego Bay Private All-inclusive Catamaran Cruise apart...

3 to 4 hours Hotel pickup offered

from
$3,700

Private Luxury Dinner Sunset Cruise in St. Lucia

Join us for a Private Dinner Sunset Cruise with a Chef onboard to provide a culinary experience that is second to none. We will cruise …More

Choc, St Lucia

Private Luxury Dinner Sunset Cruise in St. Lucia

Join us for a Private Dinner Sunset Cruise with a Chef onboard to provide a culinary experience that is second to none. We will cruise...

3 hours Hotel pickup offered Free Cancellation

from
$1,600

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho Rios

Leave Ocho Rios behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation …More

Ocho Rios, Jamaica

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho Rios

Leave Ocho Rios behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation...

2 days Hotel pickup offered Free Cancellation

from
$1,077

5 Day Package to Santiago and Puerto Plata with Accommodation

Immerse yourself in the Dominican essence with our exclusive 4 nights and 5 days package! Start your adventure in the heart of Santiago de los …More

Puerto Plata, Dominican Republic

5 Day Package to Santiago and Puerto Plata with Accommodation

Immerse yourself in the Dominican essence with our exclusive 4 nights and 5 days package! Start your adventure in the heart of Santiago de los...

5 days Free Cancellation

from
$3,440

Discover the wonderful Constanza, Dominican Republic, with our exciting tour! We include transportation to this mountain paradise and a unique experience in a safari truck. …More

Private Tour in Constanza Dominican Republic for 15 people

Discover the wonderful Constanza, Dominican Republic, with our exciting tour! We include transportation to this mountain paradise and a unique experience in a safari truck....

6 to 7 hours Free Cancellation

from
$1,425

Private Catamaran and Sunset Cruise to Ricks Cafe from Negril

Basically this completely private cruise is family friendly and perfect for small groups and special celebrations such as birthdays, anniversaries ect. We cater for any …More

Negril, Jamaica

Private Catamaran and Sunset Cruise to Ricks Cafe from Negril

Basically this completely private cruise is family friendly and perfect for small groups and special celebrations such as birthdays, anniversaries ect. We cater for any...

4 to 5 hours Hotel pickup offered

from
$4,100

Experience our Private Local Food Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your …More

Private Local Food Tour in San Juan

Experience our Private Local Food Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your...

4 hours Hotel pickup offered Free Cancellation

from
$286

Experience our Private Tour to Black Sand Beach in The Southeast of Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto …More

Private Tour to Black Sand Beach in The Southeast of Puerto Rico

Experience our Private Tour to Black Sand Beach in The Southeast of Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto...

7 hours Hotel pickup offered Free Cancellation

from
$292

Private Vacation Photoshoot with Photographer Georgetown Bahamas

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing …More

Great Exuma, Bahamas

Private Vacation Photoshoot with Photographer Georgetown Bahamas

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing...

1 hour Free Cancellation

from
$158

7-Day Bus Tour Across Jamaica from Montego Bay

Experience Jamaica, its people, places, culture, heritage and delicious local cuisines! Travel along coastal roads with the blue Caribbean Sea as your backdrop. Pass through …More

Montego Bay, Jamaica

7-Day Bus Tour Across Jamaica from Montego Bay

Experience Jamaica, its people, places, culture, heritage and delicious local cuisines! Travel along coastal roads with the blue Caribbean Sea as your backdrop. Pass through...

7 days Free Cancellation

from
$2,769

Utuado Canyon River and Waterfall Private Tour in Puerto Rico

Experience our Utuado Canyon, River & Waterfall Private Tour in Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto Rico as …More

Utuado, Puerto Rico

Utuado Canyon River and Waterfall Private Tour in Puerto Rico

Experience our Utuado Canyon, River & Waterfall Private Tour in Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto Rico as...

8 hours Hotel pickup offered Free Cancellation

from
$292

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

South Caicos History Tour and Cruise Full Day Private Charter

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Free Cancellation

from
$6,970

Blue Mountains, Port Royal and Kingston 2-Day Tour from Runaway Bay

Leave Runaway Bay behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation …More

Runaway Bay, Jamaica

Blue Mountains, Port Royal and Kingston 2-Day Tour from Runaway Bay

Leave Runaway Bay behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation...

2 days Hotel pickup offered Free Cancellation

from
$1,128

Discover the pristine beauty of Culebra on a luxurious 6-hour boat tour aboard a 36 ft yacht. Experience a secure and comfortable navigation and discover …More

Culebra All Inclusive Luxury Private Yacht Tour

Discover the pristine beauty of Culebra on a luxurious 6-hour boat tour aboard a 36 ft yacht. Experience a secure and comfortable navigation and discover...

6 hours Free Cancellation

from
$2,700

Experience nature and the beauty of Jamaica with the Family Eco Adventure Tour, a true learning experience for both you and the family. Best of …More

Ocho Rios, Jamaica

Island Explorer 7 Days North Coast Tour

Experience nature and the beauty of Jamaica with the Family Eco Adventure Tour, a true learning experience for both you and the family. Best of...

7 days Hotel pickup offered Free Cancellation

from
$2,750

Exuma, located just 40 miles from Nassau , is a stunning tropical paradise known for its crystal-clear turquoise waters, pristine white sandy beaches, and an …More

Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch

Exuma, located just 40 miles from Nassau , is a stunning tropical paradise known for its crystal-clear turquoise waters, pristine white sandy beaches, and an...

8 hours Free Cancellation

from
$8,500

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage …More

Sunset Deluxe 2-Hour Private Charter in Montego Bay, Open Bar

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage...

2 hours Free Cancellation

from
$227

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 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?