festival Archives - Duncan Real Estate - Vacation Rentals


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Sandcastle Contest

Sandcastle ContestAlthough there is hardly anything better than spending time on the beautiful beaches on Anna Maria Island check out the sandcastle contest on Siesta Key. If you are looking for a special outdoor plan for this weekend head towards Sarasota and explore the annual sand sculpting festival on the barrier island just to the South of us.

The International Sand Sculpting Festival is starting today and lasting through Monday, Nov 12th. In its 9th year there will be twenty four master sand sculptures to compete for the 1st place on the Siesta Key Public Beach. A new solo competition will also be introduced.  Artists have only 24 hours to create their master piece of sand which will be displayed for 4 consecutive days in the beach outdoor gallery. Daily tickets will be sold and over 50 000 attendees are expected.


There will be more than just sand! This open air festival also features live music, a large village of shopping and food vendors. Check out the sand sculpting lessons and the amateur sculpting competition. Have fun in the party tent on Saturday and Sunday night and admire the sculptures lit through a fabulous light display.

Anna Maria Island also features a sandcastle contest which is usually held in November. It was postponed this year to an undetermined date.

Find out about more events or call our knowledgeable Duncan Vacation rental team for more information at 941 779 0304.

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Anna Maria Island Privateers Festival 2014


The 1st weekend in November marks an annual event that locals and visitors alike look forward to year after year, The Anna Maria Island Privateers Festival.  Nov 1 & 2; Pirate Invasion 2014, Coquina Beach, Anna Maria Island.  A two day pirate festival featuring live music, great food, kid’s area… and, well, basically just loads of piratey fun for everyone!  Oh, and did I mention… more gnarly pirates and lovely wenches than you can shake a stick at!  Saturday the event will kick off with a battle starting at the North end of Anna Maria Island to the South end of the Island stopping at Coquina Beach.  Once you get there is where you will find a many vendors, crafts, food, drinks, music, and more.

Pirate attire is encouraged!

See you there.
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Food & Wine on Pine 2014

Welcome to the wonderful world of Food and Wine on Pine! The much anticipated annual event will be taking place on Saturday, May 3, 2014 on historical Pine Ave from 11am-6pm.  Not your average street festival, locals and visitors to Anna Maria Island alike will be walking, sipping, munching, and even doing a little dancing!

New for 2014 – A Kentucky Derby Tent aka Pine Avenue Downs! (Taken from the Food & Wine on Pine Website)
Sponsored by The Rotary Club of Anna Maria
and Brighthouse Networks

Don’t want to miss the Kentucky Derby? Well, now you don’t have to! Visit Pine Avenue Downs at Food and Wine on Pine, a fully loaded Kentucky Derby tent outfitted with Big Screen TV’s showing a live simulcast of all the exciting events leading up to the quickest two minutes in sports, televised for your viewing pleasure. Other Derby related events include chance betting and fun prizes to win all throughout the day as well as a bar serving up Mint Julips and other signature Derby drinks, and so many authentic Derby things to do you will swear you are at the actual event.

Derby Hat Contest

Sponsored by the Anna Maria Island Sun Newspaper

Ladies, or men, who would like to participate in the Hat Contest need to come to the Derby Tent on Pine Avenue to register and have their picture taken by 3 pm. Their pictures will be posted at the Derby Tent, aka Pine Avenue Downs. Come on in for a mint julep and vote for your favorite Derby Hat contestant.

At 4:30 pm all of the contestants will meet at the Derby Tent, aka Pine Avenue Downs, where the winners will be announced at 5 pm Prizes will be gift certificates for area shops and restaurants. Judging is up to the crowd. First and second place will be awarded prizes.

Check out more information about parking and additional details on the Food & Wine on Pine website.

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Blues, Brews & BBQ – THIS WEEKEND!

If you are looking for something to do this weekend on Anna Maria Island, the title of the event says it all! Take the free trolley and head to Bradenton Beach to the historically festive Bridge Street for Blues, Brews, and BBQ! Bridge Street will be closed from 11am- 10 pm to accommodate local craft vendors lining the streets from beach to bay offering everything from jewelry to specialty culinary delights! With prize money at stake, a heated competition for the best local BBQ between restaurants will take place between 2pm-6pm. 

Sarasota band, AJ and The Automatics, will be playing Blues, Funk, & Jazz, music from 7-10pm.  A powerful force of nature on stage, Anthony J. was born in San Antonio TX, moved to Houston as a kid and started singing in church, where he realized that he had a voice. If you have not heard AJ and The Automatics you won’t want to miss this event.  Also hitting the stage will be the Lauren Mitchell Band, RJ Howson and Friends, Kara Nally Band, and Kettle of Fish.

There will be a VIP section with preferred seating under a tent which includes tickets for the BBQ contest, top shelf alcohol and beer, and a meal from the Bridge Street Bistro.

Contact us or call Duncan Real Estate today at 941-779-0304 to speak with our knowledgeable real estate specialists.