Set Sail for Pirates in Paradise

Set Sail for Pirates in Paradise

Buccaneer aficionados and re-enactors of all ages are polishing their swords for the 11th annual Key West Pirates in Paradise Festival in Key West, Florida, November 26 – December 5th.


The yearly festival attracts seafaring sailors and land lubbers for 10-days of mischief, pirate-garb, and rickety planks. Historic island venues will host various events and receptions. The festival also features a village thieves’ market, a holiday bazaar and a pirate pub. There will also be living history pirate encampments at Civil War–era Fort Taylor, pirate ship sails and attacks aboard the topsail schooner WOLF, various museum exhibits and nautical excursions.

General admission is free to the public. Some of the events charge a separate fee. Click here to view a full calendar of activities and pricing.

BnBFinder.com has also put together a list of some area bed and breakfasts where you can hang your pirate’s hat:


Kids Stay Free. Nestled in the heart of Old Town Key West, the Island City House Hotel welcomes children of all ages, and those under 12 stay free! This bed and breakfast includes three historic buildings: the Arch House, the Island City House, and the Cigar House, which share lush tropical gardens with winding brick pathways. The inn is located in the Historic Seaport District.


Playful Victorian. The Mermaid & The Alligator is a 1904 Victorian Home located in the heart of Old Town Key West. This charming B&B offers a full breakfast to set you off on the right path—whether that’s to walk the plank or snorkel around it! Many shops, galleries and restaurants are within a three-block walk on Duval Street.


Island Retreat. Tucked into a quiet residential street is The Grand Guesthouse. If you prefer a good night’s sleep over the noise of Duval Street, but prefer to stay within easy walking distance to shops, restaurants, museums, and the beach, this inn is just five blocks to each. Guestrooms feature private entrances, wireless internet, and complimentary parking.


Refurbished Factory. Once a cigar factory where craftsmen hand-rolled some of the world’s most famous cigars, the Simonton Court Historic Inn & Cottages has a rich history tracing back to the 1880s. The lush two-acre compound consists of a two-story inn, manor house, townhouse suites, a mansion, and six cottages, as well as a secluded hot tub and four pools.


Front-and-Center. Located in the heart of Duval Street, the Wicker Guesthouse is a popular spot for guests wishing to explore the Key West’s most prominent restaurants, shops and galleries. The inn’s heated pool, tropical buffet and welcoming porch are among the many perks of this mansion and cottage property. The beach is a block away.


Cozy Escape. An Island Oasis is a cozy B&B in the heart of Old Town Key West comprised of only six intimate rooms – four in the mansion and two cottage rooms with private entrances. The inn, complete with pool and hammock, offers a tranquil retreat one block from the ocean and a block-and-a-half from shops, galleries, restaurants, and night life.

Key West in and of itself is a lot like a hidden treasure with its beautiful shoreline, rich history, sprightly streets. Events like the Key West Pirates in Paradise Festival simply call attention to it on the map. To find more Key West bed and breakfasts or Florida inns stick with BnBFinder.com.

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