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Official Schedule of Events

Still working out final details, schedule subject to change

A la Carte event prices coming soon


ThursdayAugust 4th

Guests enjoy some down time until later in the day

Registration at Port Royal (Compass Margaritaville Hotel) - 2pm to 5pm

Journey to Jamaica Kickoff Party – “Reggae Nights” 7pm to 11pm AMI Community Center

A night of fun to kick off our Pirate Invasion Weekend. Set in a Jamaican atmosphere featuring the famous Rodneys Jamai-can cuisine, Reggae music, and a cash bar featuring a special Jamaican inspired specialty drink as well as beer, wine, seltzers, bourbon, rum, vodka and all the mixers.

Attire: Tropical Dinner Attire

FridayAugust 5th

Guests enjoy some down time until later in the day

Registration at Port Royal (Compass Margaritaville Hotel) – 12pm to 5pm

"Cruising the Keys" Island Cruise aboard the Skullywag 2pm – 5pm

The Privateers will be taking their prisoners, er, their guests aboard their beloved pirate ship for late afternoon cruise down through Longboat Key and St Armands Circle while listening to Island Music and enjoying small amounts of adult libations and returning back to Port Royal (Compass Margaritaville Hotel)

Traveling to Tahiti Tacky Tourist Night and Rum Tasting 6pm to 11pm

Nothing better than tacky tourist attire and the songs of Jimmy Buffett to set the stage for a fun evening on the patio of the Compass Margaritaville Hotel overlooking the Marina with a fantastic view of Anna Maria Sound and a beautiful Gulf of Mexico sunset. Heavy hors d’oeurves and cash bar available as well as Compass Hotel’s indoor bar and grill and next door to Floridays.

Loaded Cannon Distillery will be on site to offer a tasting of their awesome liquors. Compass will be offering a Tahitian in-spired Rum Punch specialty drink for the evening.

Attire: Tacky tropical shirts and casual tropical attire

Saturday – August 6th

Pirate Vendor Extravaganza 9am to 3pm

The Island of Tortuga Street Marketplace back during the Golden Age of Pirates, enjoy some shopping with our talented craftsman vendors and grab some last-minute items or an entire new wardrobe for the upcoming evening event

Return to Tortuga Pirate Gathering and Pin Trading Social 6pm - 11pm

Bilge Rat Derby Races, Liars Dice, Silent Auction, Music, Dancing, Heavy hors d’oeurves, and Cash Bar at the picturesque Neptune Room at the Seafood Shack. Seafood Shack will be offering their famous Rum Punch as the specialty drink for the evening.

Attire: Formal Pirate Attire or Crewe Gear

Sunday – 

Bon Voyage Bahamas Brunch and Farewell Party 10am – 12pm

We bid farewell to our friends and Mateys with an all you can eat tropical pancake breakfast along with specialty drinks of Bloody Marys, Mimosas and Mai Tais.

Attire: Casual Tropical

Beach Party (Optional) Noon to 3pm

Join us on Tortuga Inns Private Beach area for an afternoon of sun and socializing as our Pirate Invasion Weekend comes to a close.


The package price for the entire weekend of events includes transportation to and from all events.

Hotel rooms and fee are not included in package and must be purchased separately.

Tickets are available for a la carte purchase to each event.


Click here to return to the Registration Page to book your Invasion Package


Upcoming Events


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Anna Maria Island Privateers, Inc.

P.O. Box 1238 Holmes Beach, Fl 34218

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