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: 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

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: Dominica Waitikubuli National Trail -The Caribbean longest Hiking Trail/17 Days Kayak Eco Tour Montego bay clear kayak with drone photo shoots Bermuda Hidden Gems Summer Excursion ATV Tour from Runaway Bay View all kid-friendly Tours →

Q: Which Caribbean Seasonal Events have Instant Confirmation?

Caribbean Seasonal Events with Instant Confirmation include: Rest & Rejuvenate Retreat to Barbados Full-day Private Tour in Turks and Caicos in a Luxury Axopar 9 Days Multi-Day Tour in Punta Cana Private Sunset Cruise & Rum Swizzle North and Middle Caicos Day Trip: Cruise, discover, explore! 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: ATV, Horse Ride, Zipline, Falls Climb with Lunch from Montego Bay Grenada's Greatest Hits: Forts, Waterfall & Beach Paradise ATV, Horseback Ride, Zipline, Falls Climb + Lunch from Ocho Rios Montego bay clear kayak with drone photo shoots Perfect Getaway Tour of Indian Cave with Gozalandia 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 →

Dominica offers the perfect hiking environment. The Waitikubuli National Trail is 185km long and offers incredible views of the island with diverse vegetation as it …More

Dominica Waitikubuli National Trail -The Caribbean longest Hiking Trail/17 Days

Dominica offers the perfect hiking environment. The Waitikubuli National Trail is 185km long and offers incredible views of the island with diverse vegetation as it...

19 days

from
$5,700

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

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

‘’An exclusive opportunity to discover the Dominican Republic with its history, landscapes, beaches and culture. A trip that combines from the colonial historical past to …More

Punta Cana, Dominican Republic

9 Days Multi-Day Tour in Punta Cana

‘’An exclusive opportunity to discover the Dominican Republic with its history, landscapes, beaches and culture. A trip that combines from the colonial historical past to...

9 days

from
$1,499

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

Private boat trip with guide on the most beautiful lagoon of Guadeloupe

Set sail from Sainte-Rose on a private, customizable 4.5-hour escape into the Grand Cul-de-Sac Marin. Passionate about their work and their island, your captain shares …More

Basse-Terre Island, Guadeloupe

4.9 (96)

Private boat trip with guide on the most beautiful lagoon of Guadeloupe

Set sail from Sainte-Rose on a private, customizable 4.5-hour escape into the Grand Cul-de-Sac Marin. Passionate about their work and their island, your captain shares...

4 hours 30 minutes Free Cancellation

4.9 (96)

from
$670

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping …More

4.9 (46)

Private Sunset Cruise & Rum Swizzle

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping...

1 hour Free Cancellation

4.9 (46)

from
$500

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

ATV, Horse Ride, Zipline, Falls Climb with Lunch from Montego Bay

Experience Jamaica’s top-rated combo tour — ATV, horseback riding, ziplines, and Dunn’s River Falls. Please note: Availability for this adventure on this platform is limited …More

Falmouth, Jamaica

4.7 (216)

ATV, Horse Ride, Zipline, Falls Climb with Lunch from Montego Bay

Experience Jamaica’s top-rated combo tour — ATV, horseback riding, ziplines, and Dunn’s River Falls. Please note: Availability for this adventure on this platform is limited...

7 hours Hotel pickup offered Free Cancellation

4.7 (216)

from
$352

Grenada's Greatest Hits: Forts, Waterfall & Beach Paradise

If you have one day in Grenada, make it count. This shared small-group tour visits three of the island's most iconic highlights — with a …More

4.8 (11)

Grenada's Greatest Hits: Forts, Waterfall & Beach Paradise

If you have one day in Grenada, make it count. This shared small-group tour visits three of the island's most iconic highlights — with a...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$309

Our award winning kayak program has been exploring these waters for more than 20 years. They are ideal for the family, excellent for education and an …More

4.9 (264)

Kayak Eco Tour

Our award winning kayak program has been exploring these waters for more than 20 years. They are ideal for the family, excellent for education and an...

4 hours Free Cancellation

4.9 (264)

from
$296

ATV, Horseback Ride, Zipline, Falls Climb + Lunch from Ocho Rios

This unique 4 Pack will have you talking forever! Zipline your way over then begin your climb of the legendary Dunn's River Falls. Cruise on …More

Kingston, Jamaica

4.8 (45)

ATV, Horseback Ride, Zipline, Falls Climb + Lunch from Ocho Rios

This unique 4 Pack will have you talking forever! Zipline your way over then begin your climb of the legendary Dunn's River Falls. Cruise on...

7 hours Hotel pickup offered Free Cancellation

4.8 (45)

from
$290

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

Montego bay clear kayak with drone photo shoots

The adventure will begin at Harmony Beach Park in Montego Bay. We pick up travels at there pick up point We offer safe reliable,affordable also …More

Montego Bay, Jamaica

5.0 (1)

Montego bay clear kayak with drone photo shoots

The adventure will begin at Harmony Beach Park in Montego Bay. We pick up travels at there pick up point We offer safe reliable,affordable also...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$250

Come along with us as we travel across the island into Bermuda's one and only Jungle filled with cliff jumping, dry cave explorations and cave …More

4.9 (740)

Bermuda Hidden Gems Summer Excursion

Come along with us as we travel across the island into Bermuda's one and only Jungle filled with cliff jumping, dry cave explorations and cave...

7 hours Free Cancellation

4.9 (740)

from
$203

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

Zoom along Jamaica’s north coast on an ATV tour Explore the grounds of two of the island’s oldest sugar plantations Escape the crowds at a …More

Ocho Rios, Jamaica

3.3 (3)

ATV Tour from Runaway Bay

Zoom along Jamaica’s north coast on an ATV tour Explore the grounds of two of the island’s oldest sugar plantations Escape the crowds at a...

2 hours 30 minutes Free Cancellation

3.3 (3)

from
$200

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

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

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