Few Villas Left, Book the Cayman Islands Now!

CaribbeanDays still has a few luxury villas for the upcoming Pirate Festival in the Cayman Islands. Be apart of the most exciting living history re-enactments!

There is no better national celebration and embracement of history than the Cayman Island’s Annual Festival, Pirates Festival!

All of Cayman’s Islands and Sea are apart of the stage. Guests are apart of the show. You become apart of the invasion. You are apart of the celebration!

2018 District Day Schedule:
East End: Friday November 2nd
West Bay: Monday November 5th
North Side: Tuesday November 6th
Bodden Town: Wednesday November 7th
George Town: Thursday November 8th
George Town: November 10th – The Invasion Begins! Pirates attack the George Town Harbor
Little Cayman: November 16-18 – Annual Parade, Fireworks and BBQ

The Grand Cayman festival starts with a fantastic steel pan competition and kicks-off the party on Thursday November 8th and on Friday night, the festival goes off with a bang with a spectacular firework display that you will not want to miss!

After the fireworks, the Festival Queen is crowned. The Street Dance and Food Festival into the night.

Whether you are visiting Little Cayman, Cayman Brac or Grand Cayman for their individual Pirates Week celebrations, you are sure to have fun!

Book your villa now, this is the most coveted event of the Cayman Islands! Be apart of this swashbuckling fun!

Luxury Villas by CaribbeanDays


176 Days Until The Pirates Week National Festival – Cayman Islands

Cayman Brac and Capt. Keith Tibbetts

Under the Cayman Sea

Crystal caves of Old Man Bay, Cayman Islands

Cayman Islands Classic

Tortuga Rum Cake Factory Tour – George Town, Cayman Islands

The Illuminations of Grand Cayman

National Geographic’s Road Trip Grand Cayman

#CaymanCarnival Batabano

Christmas Holiday in the Cayman Islands

CaribbeanDays can Book Night Snorkeling in Cayman Islands

Christmas Holiday in the Cayman Islands

Ring in 2018 on the Cayman Islands!

The Pedro Castle, Grand Cayman

Few Villas left for the Culinary Event of the Decade! Cayman Cookout

Aerial Tour of the Cayman Islands

Cayman Turtle Centre

An Adventure of a Lifetime in the Cayman Islands

Did you miss the Cayman Islands’ Pirate Festival?

Starfish Point at Cayman Islands

Tickets On Sale Now for the Cayman Cookout!

A Tale of Ghosts in the Cayman Islands for Halloween

There is still time, Be Spontaneous! Pirates are Invading the Cayman Islands

JetBlue ‘watch fares fall’ promotion in time for start of Cayman’s Pirate Festival

CaribbeanDays can take you to Hell!

The Cayman Brac has a BIG Secret

Take an extended winter vacation in the Cayman Islands with this Opportunity

Cayman Island’s Pirate Festival is Still Invading!

Cayman Islands was first to respond to the Islands Affected by Storms

A Unique Experience Awaits You in the Cayman Islands!

Cayman Turtle Farm

CaribbeanDays offers Adventure in the Cayman!

CaribbeanDays.com wants you to find the Hidden Caves of Middle Caicos

Crystal Wonders by Mother Nature


Online Grocery Service

St. Maarten/St. Martin New ShopnDrop Online Grocery Service Service for Villas, Resorts, Yachts and Vacation Rentals in St. Maarten

Shop n Drop Grocery SXM


Give a Gift of Adventure! Gift Certificates for Tours!

CaribbeanDays is proudly partnered with Royal Coachman Worldwide and Enterprise, Alamo and National Car Rental Services.


CaribbeanDays.com, LLC is proudly partnered with Project Expedition

Website Design & Development by Ironistic

Contact a Villa Specialist

Not sure where to start your search for a Caribbean villa rental?

Contact a CaribbeanDays villa specialist today! Having visited each and every Caribbean island many times, our specialist can guide you in choosing the right island and villa for your getaway. Fill out the form below to contact a specialist and get started.

  • This field is for validation purposes and should be left unchanged.

Call Now