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: Private Sunset Cruise & Rum Swizzle Private Stingray City Snorkeling Half Day Charter for 10 Guests Rainforest Cycling Adventure in St. Lucia Full-day Private Tour in Turks and Caicos in a Luxury Axopar Zipline, River Tubing and Blue Hole Adventure from Ocho Rios

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: Round Trip Aruba Airport Transfer Private Sightseeing in Fort Montagu with Crab and Seafood meal Guided tour by electric tuk-tuk Beach Sunset Horseback Ride in Punta Cana Chocolate Master Class & Taino Concept Store View all kid-friendly Tours →

Q: Which Caribbean Seasonal Events have Instant Confirmation?

Caribbean Seasonal Events with Instant Confirmation include: Round Trip Aruba Airport Transfer Thrilling Buggy Adventure Through Punta Cana’s Countryside ATV Off-Road Adventure – Jungle Trails & Hidden Beaches Private Sightseeing in Fort Montagu with Crab and Seafood meal Beach Sunset Horseback Ride in Punta Cana View all Tours with Instant Confirmation →

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 Thrilling Buggy Adventure Through Punta Cana’s Countryside ATV Off-Road Adventure – Jungle Trails & Hidden Beaches Private Sightseeing in Fort Montagu with Crab and Seafood meal Beach Sunset Horseback Ride in 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 →

We have a comfortable fast boat. Very friendly, professional and safety focused crew/staff. We have been operating bioluminescence tours for over 7 years in Grand …More

Grand Cayman, Cayman Islands

4.9 (1,049)

Night Bioluminescence Snorkel Tour

We have a comfortable fast boat. Very friendly, professional and safety focused crew/staff. We have been operating bioluminescence tours for over 7 years in Grand...

2 hours Free Cancellation

4.9 (1,049)

from
$145

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

West Coast Full-Day Tour with Beaches, BBQ and Blue Room

Enjoy the spectacular views of the west coast as we cruise on our Catamaran to the magical northwest side of Curaçao. The first stop is …More

4.7 (249)

West Coast Full-Day Tour with Beaches, BBQ and Blue Room

Enjoy the spectacular views of the west coast as we cruise on our Catamaran to the magical northwest side of Curaçao. The first stop is...

9 hours Free Cancellation

4.7 (249)

from
$150

Full-Day Whale Watching Tour in Samana Bay from Cabeza de Toro

Embark on a 5-in-1 adventure that will take your breath away! Enjoy the impressive view of Samaná Bay and witness a unique whale show. Observe …More

Punta Cana, Dominican Republic

3.6 (12)

Full-Day Whale Watching Tour in Samana Bay from Cabeza de Toro

Embark on a 5-in-1 adventure that will take your breath away! Enjoy the impressive view of Samaná Bay and witness a unique whale show. Observe...

8 hours Hotel pickup offered Free Cancellation

3.6 (12)

from
$150

Hampden Estate Rum Tour and Lunch from Montego Bay

On this amazing experience you will; -Explore the historic Hampden Estate, a renowned rum distillery in Jamaica's lush countryside -Learn about traditional 17th-century sugar cane …More

Montego Bay, Jamaica

4.8 (4)

Hampden Estate Rum Tour and Lunch from Montego Bay

On this amazing experience you will; -Explore the historic Hampden Estate, a renowned rum distillery in Jamaica's lush countryside -Learn about traditional 17th-century sugar cane...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$155

Full Day Humpback Whale Watching Tour in Samana from Uvero Alto

Embark on a 5-in-1 adventure that will take your breath away! Enjoy the impressive view of Samaná Bay and witness a unique whale show. Observe …More

Samaná, Dominican Republic

5.0 (1)

Full Day Humpback Whale Watching Tour in Samana from Uvero Alto

Embark on a 5-in-1 adventure that will take your breath away! Enjoy the impressive view of Samaná Bay and witness a unique whale show. Observe...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Join a certified local guide and discover the incredible underwater world of Bonaire on this 100% private snorkeling experience. Just you, your family or friends. …More

Kralendijk, Bonaire

5.0 (94)

Private Bonaire Snorkeling Experience

Join a certified local guide and discover the incredible underwater world of Bonaire on this 100% private snorkeling experience. Just you, your family or friends....

2 hours Hotel pickup offered Free Cancellation

5.0 (94)

from
$165

Humpback whales Watching + Samana Eco-Tour

The visit to the Sanctuary of the Humpback Whales in Samana is one of the most beautiful excursions that exist in the Dominican Republic in …More

Punta Cana, Dominican Republic

2.6 (5)

Humpback whales Watching + Samana Eco-Tour

The visit to the Sanctuary of the Humpback Whales in Samana is one of the most beautiful excursions that exist in the Dominican Republic in...

10 to 12 hours Hotel pickup offered Free Cancellation

2.6 (5)

from
$165

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

Jamwest Negril Zipline and Horseback Combo

This ziplining & horseback riding tour is great for travelers who are into nature and adrenaline. You will love exploring a careful selected trail while …More

Negril, Jamaica

4.7 (75)

Jamwest Negril Zipline and Horseback Combo

This ziplining & horseback riding tour is great for travelers who are into nature and adrenaline. You will love exploring a careful selected trail while...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (75)

from
$169

Jamwest ATV Adventure & Horseback Ride Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests …More

Negril, Jamaica

4.4 (314)

Jamwest ATV Adventure & Horseback Ride Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (314)

from
$169

Whale Watching & Limón Waterfall Day Trip

Sail across the beautiful Samana Bay in the most comfortable Catamaran to see the magnificent humpback whales. Ride a horse for 30 minutes through incredible …More

Punta Cana, Dominican Republic

4.6 (129)

Whale Watching & Limón Waterfall Day Trip

Sail across the beautiful Samana Bay in the most comfortable Catamaran to see the magnificent humpback whales. Ride a horse for 30 minutes through incredible...

13 hours Hotel pickup offered Free Cancellation

4.6 (129)

from
$169

Jamwest Negril Zipline and JamCulture Combo

Soar over the Jamwest Adventure Park and overlook the Caribbean Sea and the Jamwest Speedway, the longest in the Caribbean, on an adrenaline-rush experience. Enjoy …More

Lucea, Jamaica

4.7 (18)

Jamwest Negril Zipline and JamCulture Combo

Soar over the Jamwest Adventure Park and overlook the Caribbean Sea and the Jamwest Speedway, the longest in the Caribbean, on an adrenaline-rush experience. Enjoy...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (18)

from
$169

Jamwest Off-Road ATV Adventure & JamCulture Tour Combo in Negril

Enjoy an unforgettable adventure driving your own all terrain vehicle crossing paths through grasslands, jungle and the mangroves forests. Our picturesque scenery will leave you …More

Negril, Jamaica

4.1 (43)

Jamwest Off-Road ATV Adventure & JamCulture Tour Combo in Negril

Enjoy an unforgettable adventure driving your own all terrain vehicle crossing paths through grasslands, jungle and the mangroves forests. Our picturesque scenery will leave you...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.1 (43)

from
$169

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

Creole Antigua Tours Snorkel - Lobster Lunch Cruise Cades Reef

Our award-winning combination of relaxed laid-back vibes and the personal service of our local family-run business has made us one of Antigua’s top rated tours …More

4.9 (486)

Creole Antigua Tours Snorkel - Lobster Lunch Cruise Cades Reef

Our award-winning combination of relaxed laid-back vibes and the personal service of our local family-run business has made us one of Antigua’s top rated tours...

6 hours Free Cancellation

4.9 (486)

from
$175

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

Mystic Mountain Jamaica Bobsled Tour (Mystic Silver) from Falmouth

Travel in air-conditioned comfort to Mystic Mountain with possible on board WiFi. The journey will take you through local communities, old cities and, along rivers. …More

Falmouth, Jamaica

4.0 (1)

Mystic Mountain Jamaica Bobsled Tour (Mystic Silver) from Falmouth

Travel in air-conditioned comfort to Mystic Mountain with possible on board WiFi. The journey will take you through local communities, old cities and, along rivers....

4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$190

Perfect Getaway Tour of Indian Cave with Gozalandia

"Our tour is proudly endorsed by the Tourism Company of Puerto Rico. 1. Personalized Attention: Keep your group small to ensure a more intimate experience, …More

Isla Verde, Puerto Rico

5.0 (6)

Perfect Getaway Tour of Indian Cave with Gozalandia

"Our tour is proudly endorsed by the Tourism Company of Puerto Rico. 1. Personalized Attention: Keep your group small to ensure a more intimate experience,...

10 hours Hotel pickup offered

5.0 (6)

from
$199

Culebra Island Power Boat Snorkel & Open Bar

Our staff is dedicated to delivering exceptional service, coupled with insightful educational information during the journey. Thanks to our carefully planned departure time, we secure …More

Fajardo, Puerto Rico

4.8 (319)

Culebra Island Power Boat Snorkel & Open Bar

Our staff is dedicated to delivering exceptional service, coupled with insightful educational information during the journey. Thanks to our carefully planned departure time, we secure...

6 hours Free Cancellation

4.8 (319)

from
$200