Top Caribbean Seasonal Events

Q: What are the best options for Caribbean Seasonal Events?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Seasonal Events are: Zipline, River Tubing and Blue Hole Adventure from Ocho Rios An Astronomical Moment: Aruba Celestial Sunset Cruise Full-day Private Tour in Turks and Caicos in a Luxury Axopar Private Stingray City Snorkeling Half Day Charter for 10 Guests Guided tour by electric tuk-tuk

Q: What are the best kid-friendly options for Caribbean Seasonal Events Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Seasonal Events are: Rising Son Catamaran Adventure in Bermuda Bermuda Hidden Gems Summer Excursion Round Trip Aruba Airport Transfer Famous Homes and Hideaways Cruise in Bermuda Bio Bay Night Kayak Tour in Fajardo View all kid-friendly Tours →

Q: Which Caribbean Seasonal Events have Instant Confirmation?

Caribbean Seasonal Events with Instant Confirmation include: Culebra Island Power Boat Snorkel & Open Bar Round Trip Aruba Airport Transfer Night Bioluminescence Snorkel Tour Tropical Rainforest Cave Tubing Full Adventure Rainforest Cave Tubing Full Adventure Hike Climb Jumps Waterfall View all Tours with Instant Confirmation →

Q: Which Caribbean Seasonal Events have Free Cancellation?

Caribbean Seasonal Events with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include: Culebra Island Power Boat Snorkel & Open Bar Rising Son Catamaran Adventure in Bermuda Bermuda Hidden Gems Summer Excursion Round Trip Aruba Airport Transfer Night Bioluminescence Snorkel Tour View all Tours with Free Cancellation →

Q: I need a ride! Which Caribbean Seasonal Events have Hotel Pickup?

No problem. These Caribbean Seasonal Events include Hotel Pickup: Round Trip Aruba Airport Transfer ATV, Horse Ride, Zipline, Falls Climb with Lunch from Montego Bay Ultimate Punta Cana Adventure: Buggy, Zipline, Horseback Riding Macao Beach Private Surf Lessons Discover Willemstad & Lunch ( Half day tour) 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 →

Zipline, River Tubing and Blue Hole Adventure from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on an exhilarating experience flying through the …More

Ocho Rios, Jamaica

5.0 (5)

Zipline, River Tubing and Blue Hole Adventure from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on an exhilarating experience flying through the...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$166

An Astronomical Moment: Aruba Celestial Sunset Cruise

A celestial sunset is the astronomical moment the sun disappears below the horizon, followed by three stages of twilight—civil, nautical, and astronomical—driven by the sun's …More

4.7 (6)

An Astronomical Moment: Aruba Celestial Sunset Cruise

A celestial sunset is the astronomical moment the sun disappears below the horizon, followed by three stages of twilight—civil, nautical, and astronomical—driven by the sun's...

2 hours 30 minutes Free Cancellation

4.7 (6)

from
$89

Full-day Private Tour in Turks and Caicos in a Luxury Axopar

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace …More

5.0 (7)

Full-day Private Tour in Turks and Caicos in a Luxury Axopar

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace...

8 hours Free Cancellation

5.0 (7)

from
$2,995

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person …More

Grand Cayman, Cayman Islands

5.0 (13)

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person...

4 hours

5.0 (13)

from
$1,200

Discover Pointe-à-Pitre in an original way and without polluting aboard our electric tuk-tuks, driven by our guides who will tell you the history of the …More

Grande-Terre Island, Guadeloupe

5.0 (15)

Guided tour by electric tuk-tuk

Discover Pointe-à-Pitre in an original way and without polluting aboard our electric tuk-tuks, driven by our guides who will tell you the history of the...

60 to 90 minutes Free Cancellation

5.0 (15)

from
$52

2-Hour Luxury Axopar Private Charter! Explore the Turks in style!

Relax on the sundeck of our stylish Axopar while your private Captain navigates you through the emerald waters of Grace Bay. Snorkel at the 3rd …More

5.0 (8)

2-Hour Luxury Axopar Private Charter! Explore the Turks in style!

Relax on the sundeck of our stylish Axopar while your private Captain navigates you through the emerald waters of Grace Bay. Snorkel at the 3rd...

2 hours Free Cancellation

5.0 (8)

from
$995

Extreme Adventure on ATV Quads in Punta Cana

Get off the beaten track on a four-wheeled, guided adventure tour that will take you into nature and across beaches. Ride your ATV through a …More

Punta Cana, Dominican Republic

4.0 (1)

Extreme Adventure on ATV Quads in Punta Cana

Get off the beaten track on a four-wheeled, guided adventure tour that will take you into nature and across beaches. Ride your ATV through a...

3 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$59

Reserve your private driver to act as your personal chauffeur for the day or evening, no matter how many stops you need to make. Our driver …More

5.0 (13)

Private Car Service

Reserve your private driver to act as your personal chauffeur for the day or evening, no matter how many stops you need to make. Our driver...

5 to 8 hours Free Cancellation

5.0 (13)

from
$290

Samaná Whale Watching and Bacardi Island from Punta Cana

Combine humpback whale watching in Samaná Bay with beach time on Cayo Levantado, also known as Bacardi Island, on a full-day excursion from Punta Cana. …More

Punta Cana, Dominican Republic

4.8 (12)

Samaná Whale Watching and Bacardi Island from Punta Cana

Combine humpback whale watching in Samaná Bay with beach time on Cayo Levantado, also known as Bacardi Island, on a full-day excursion from Punta Cana....

1 day Hotel pickup offered Free Cancellation

4.8 (12)

from
$169

A must do for any nature lover, get the unique chance to see a family of squirrel monkeys eating right from a fruit bowl in …More

Las Terrenas, Dominican Republic

5.0 (2)

Monkeyland Samana Shared Adventure

A must do for any nature lover, get the unique chance to see a family of squirrel monkeys eating right from a fruit bowl in...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$65

Humpback Whale Watching & Montaña Redonda

One of the questions we're asked most often is: what is the must-do experience during a trip to the Dominican Republic? Our answer is always …More

Punta Cana, Dominican Republic

5.0 (7)

Humpback Whale Watching & Montaña Redonda

One of the questions we're asked most often is: what is the must-do experience during a trip to the Dominican Republic? Our answer is always...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$189

Private Sightseeing in Fort Montagu with Crab and Seafood meal

We serve authentic Bahamian Cuisines, our Seafood and Land Crabs are locally Sourced. The vegetables, from the farm to the table. Drinks are all made …More

Nassau, Bahamas

4.4 (5)

Private Sightseeing in Fort Montagu with Crab and Seafood meal

We serve authentic Bahamian Cuisines, our Seafood and Land Crabs are locally Sourced. The vegetables, from the farm to the table. Drinks are all made...

2 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$45

Art Walk, Bob Marley Museum Kingston City Tour

Let's explore the beautiful, culture-rich city of Kingston together. My name is Jessy and I live in Kinston. I am a tour guide by passion. …More

Kingston, Jamaica

5.0 (2)

Art Walk, Bob Marley Museum Kingston City Tour

Let's explore the beautiful, culture-rich city of Kingston together. My name is Jessy and I live in Kinston. I am a tour guide by passion....

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$130

Puerto Plata: paradise island ( Cayo Arena )

Join this fantastic adventure where you will visit the magical island "cayo arena" one of the most attractive and visited natural beauties of the dominican …More

Cabarete, Dominican Republic

4.4 (7)

Puerto Plata: paradise island ( Cayo Arena )

Join this fantastic adventure where you will visit the magical island "cayo arena" one of the most attractive and visited natural beauties of the dominican...

8 to 10 hours Hotel pickup offered Free Cancellation

4.4 (7)

from
$85

Samana Bay Whale Watching and Bacardi Island Full-Day Tour

A Once-in-a-Lifetime Adventure Awaits! Join us on a full-day excursion from Punta Cana, Bayahibe, or Miches to witness the awe-inspiring Humpback Whales in Samaná Bay …More

4.3 (9)

Samana Bay Whale Watching and Bacardi Island Full-Day Tour

A Once-in-a-Lifetime Adventure Awaits! Join us on a full-day excursion from Punta Cana, Bayahibe, or Miches to witness the awe-inspiring Humpback Whales in Samaná Bay...

8 to 9 hours Hotel pickup offered Free Cancellation

4.3 (9)

from
$149

Samaná Whale Watching + Cayo Levantado (Bacardi Island).

Get your tickets for a day Whale Watching tour in Samana bay and a wonderful lunch and beach time. The whale watching trips are organized …More

4.1 (14)

Samaná Whale Watching + Cayo Levantado (Bacardi Island).

Get your tickets for a day Whale Watching tour in Samana bay and a wonderful lunch and beach time. The whale watching trips are organized...

8 hours 30 minutes

4.1 (14)

from
$65

An 7 day and 6 night retreat includes fight in glorious Barbados to perfect your publicity & marketing chops for a magical experience. Dine and …More

Bridgetown, Barbados

5.0 (2)

Rest & Rejuvenate Retreat to Barbados

An 7 day and 6 night retreat includes fight in glorious Barbados to perfect your publicity & marketing chops for a magical experience. Dine and...

8 days Free Cancellation

5.0 (2)

from
$5,333

North and Middle Caicos Day Trip: Cruise, discover, explore!

Experience the enchanting beauty of the Turks and Caicos Islands with our extraordinary full-day trip to North and Middle Caicos. Embark on a scenic boat …More

5.0 (3)

North and Middle Caicos Day Trip: Cruise, discover, explore!

Experience the enchanting beauty of the Turks and Caicos Islands with our extraordinary full-day trip to North and Middle Caicos. Embark on a scenic boat...

8 hours Free Cancellation

5.0 (3)

from
$399