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 Bonaire Snorkeling Experience Discover Willemstad & Lunch ( Half day tour) Two Stop Snorkel and Shipwreck from Dockyard ATV, Horseback Ride, Zipline, Falls Climb + Lunch from Ocho Rios Jamwest Negril Zipline and Horseback Combo

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 →

Negril 45-minute Guided Horseback Ride and Swim

Saddle up for a one-of-a-kind adventure at Jamwest Motorsports & Adventure Park! After pickup from Negril or Montego Bay, enjoy a scenic safari ride to …More

Lucea, Jamaica

3.7 (59)

Negril 45-minute Guided Horseback Ride and Swim

Saddle up for a one-of-a-kind adventure at Jamwest Motorsports & Adventure Park! After pickup from Negril or Montego Bay, enjoy a scenic safari ride to...

2 to 4 hours Hotel pickup offered Free Cancellation

3.7 (59)

from
$95

Would you like to walk in the footsteps of Christopher Columbus? Of course you would! That's why we're inviting you to this exclusive excursion from …More

5.0 (1)

Santo Domingo City Tour Supreme

Would you like to walk in the footsteps of Christopher Columbus? Of course you would! That's why we're inviting you to this exclusive excursion from...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$99

Bioluminescence Snorkel Boat Tour to Klein Bonaire

Dive into a one-of-a-kind nighttime adventure and experience the magic of glowing Caribbean waters up close! As the sun sets, you’ll snorkel around Klein Bonaire …More

5.0 (12)

Bioluminescence Snorkel Boat Tour to Klein Bonaire

Dive into a one-of-a-kind nighttime adventure and experience the magic of glowing Caribbean waters up close! As the sun sets, you’ll snorkel around Klein Bonaire...

2 hours Free Cancellation

5.0 (12)

from
$104

Punta Cana Surf Adventure is the top rated surf school in the area, with over 10 years of operation on Macao Beach and thousands of …More

4.9 (147)

Macao Beach Private Surf Lessons

Punta Cana Surf Adventure is the top rated surf school in the area, with over 10 years of operation on Macao Beach and thousands of...

2 hours Hotel pickup offered Free Cancellation

4.9 (147)

from
$109

Rising Son Catamaran Adventure in Bermuda

Spend an afternoon on the water during this Bermuda catamaran and snorkeling cruise. The catamaran will raise her sails and cruise throughout the Great Sound, …More

4.9 (824)

Rising Son Catamaran Adventure in Bermuda

Spend an afternoon on the water during this Bermuda catamaran and snorkeling cruise. The catamaran will raise her sails and cruise throughout the Great Sound,...

3 hours Free Cancellation

4.9 (824)

from
$111

Good Vibration Catamaran Sail Swim Snorkel

Hop aboard Bermuda's newest catamaran, good vibrations, for a fun-filled excursion of cruising, sailing, swimming, lounging and snorkeling along the shoreline. …More

4.8 (48)

Good Vibration Catamaran Sail Swim Snorkel

Hop aboard Bermuda's newest catamaran, good vibrations, for a fun-filled excursion of cruising, sailing, swimming, lounging and snorkeling along the shoreline....

3 hours Free Cancellation

4.8 (48)

from
$111

Bermuda Sightseeing, Beach & Snorkel Combo

Enjoy a coastal sightseeing cruise around the many islands of Bermuda once known as the Devils Isles. Your power catamaran will anchor at an island …More

4.7 (50)

Bermuda Sightseeing, Beach & Snorkel Combo

Enjoy a coastal sightseeing cruise around the many islands of Bermuda once known as the Devils Isles. Your power catamaran will anchor at an island...

3 hours 30 minutes Free Cancellation

4.7 (50)

from
$111

Ultimate Punta Cana Adventure: Buggy, Zipline, Horseback Riding

Experience an exciting multi-adventure package set in many unique locales across the island's rural landscapes. Along with amazing excursions like the Buggy Ride, Zip Line, …More

Punta Cana, Dominican Republic

4.8 (134)

Ultimate Punta Cana Adventure: Buggy, Zipline, Horseback Riding

Experience an exciting multi-adventure package set in many unique locales across the island's rural landscapes. Along with amazing excursions like the Buggy Ride, Zip Line,...

8 hours Hotel pickup offered Free Cancellation

4.8 (134)

from
$115

Imagine yourself zipping above trees and through a beautiful natural environment while taking in the view of the world’s famous speedway, Caribbean Sea and mountains. …More

Lucea, Jamaica

4.8 (57)

Jamwest Reggae Zipline Tour from Negril

Imagine yourself zipping above trees and through a beautiful natural environment while taking in the view of the world’s famous speedway, Caribbean Sea and mountains....

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.8 (57)

from
$115

Tour with Whale Watching in Samaná, Beach and Waterfall

The whale season only occurs once a year, in the winter time. For this reason it is important that tourists who are in the country …More

Punta Cana, Dominican Republic

5.0 (1)

Tour with Whale Watching in Samaná, Beach and Waterfall

The whale season only occurs once a year, in the winter time. For this reason it is important that tourists who are in the country...

12 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$115

Come experience the adventure of a lifetime on board the Atlantis Submarine! Your adventure begins at the Shallow Draught where you will check in with …More

Speightstown, Barbados

4.6 (359)

Atlantis Submarine Day Tour

Come experience the adventure of a lifetime on board the Atlantis Submarine! Your adventure begins at the Shallow Draught where you will check in with...

2 hours Free Cancellation

4.6 (359)

from
$120

Whale Watching Tour in Samana Bay from Las Terrenas

Embark on an adventure that will leave you breathless! Enjoy the stunning view of Samaná Bay and witness a unique whale show. Observe these majestic …More

4.1 (7)

Whale Watching Tour in Samana Bay from Las Terrenas

Embark on an adventure that will leave you breathless! Enjoy the stunning view of Samaná Bay and witness a unique whale show. Observe these majestic...

6 hours Hotel pickup offered Free Cancellation

4.1 (7)

from
$125

Two Stop Snorkel and Shipwreck from Dockyard

Stops at two fantastic spots to snorkel. Discover vibrant coral reefs and gorgeous sea fans, wildlife and several fish species. Tour passes several key coastal …More

4.7 (44)

Two Stop Snorkel and Shipwreck from Dockyard

Stops at two fantastic spots to snorkel. Discover vibrant coral reefs and gorgeous sea fans, wildlife and several fish species. Tour passes several key coastal...

2 hours 30 minutes Free Cancellation

4.7 (44)

from
$128

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

Private Transportation from Santiago Airport STI to Sosúa

Our services are the numbers of the Sosua area providing Wi-Fi customers all the way. Android Radio with YouTube so that the customer can play …More

Puerto Plata, Dominican Republic

5.0 (1)

Private Transportation from Santiago Airport STI to Sosúa

Our services are the numbers of the Sosua area providing Wi-Fi customers all the way. Android Radio with YouTube so that the customer can play...

2 hours Free Cancellation

5.0 (1)

from
$130

Full-day Whale watching Tour in Samana Bay from Punta Cana

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

3.4 (9)

Full-day Whale watching Tour in Samana Bay from Punta Cana

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

3.4 (9)

from
$130

It is an amazing sight waiting for you every winter in the Samana Bay, the humpback whales moving from the their arctic home to the …More

Cabarete, Dominican Republic

3.5 (12)

Whale Watching in Samana

It is an amazing sight waiting for you every winter in the Samana Bay, the humpback whales moving from the their arctic home to the...

11 to 13 hours Hotel pickup offered Free Cancellation

3.5 (12)

from
$132

Whale Watching in Punta Cana to Samana and Bacardi Island

From the Punta Cana hotels, we’ll enjoy the beautiful landscapes of the Oriental Mountain Range as we drive north of Punta Cana before arriving in …More

3.3 (3)

Whale Watching in Punta Cana to Samana and Bacardi Island

From the Punta Cana hotels, we’ll enjoy the beautiful landscapes of the Oriental Mountain Range as we drive north of Punta Cana before arriving in...

10 hours 30 minutes Hotel pickup offered

3.3 (3)

from
$135

Samana Whale Watching + Cayo Levantado + Limon Waterfalls from Punta Cana Hotels

From the Punta Cana hotels, we’ll enjoy the beautiful landscapes of the Oriental Mountain Range as we drive north of Punta Cana before arriving in …More

Punta Cana, Dominican Republic

2.7 (3)

Samana Whale Watching + Cayo Levantado + Limon Waterfalls from Punta Cana Hotels

From the Punta Cana hotels, we’ll enjoy the beautiful landscapes of the Oriental Mountain Range as we drive north of Punta Cana before arriving in...

7 hours 15 minutes Hotel pickup offered

2.7 (3)

from
$135

Shore Excursion Cruise ship Waterfalls y Buggys

"PLEASE READ ALL THE INFORMATION BEFORE BOOKING, AS THERE IS IMPORTANT INFORMATION YOU NEED TO KNOW BEFORE MAKE BOOKING." Our company is dedicated and ready …More

Puerto Plata, Dominican Republic

4.3 (66)

Shore Excursion Cruise ship Waterfalls y Buggys

"PLEASE READ ALL THE INFORMATION BEFORE BOOKING, AS THERE IS IMPORTANT INFORMATION YOU NEED TO KNOW BEFORE MAKE BOOKING." Our company is dedicated and ready...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (66)

from
$139