Labor Day is a holiday meant to celebrate how hard we Americans work by not doing anything, so will there be Labor Day parades, picnics, or activities to participate in that are specifically holiday-related during your stay on Anna Maria Island? With the exception of some truly excellent Labor Day sales, the answer is not really, but that doesn’t mean you can’t enjoy events that you have created yourself. Today, we at Anna Maria Life Vacation Rentals invite you to explore island life with a stay in our holiday hideaways and by participating in the wonderful activities and events on Anna Maria Island listed below; this guide will show you all the possibilities!
Beach Day is the Best Event of All
White sands, blue waters, and your family splashing in the surf on a Beach Day where you have nothing more pressing to do than build sandcastles with your toddler, walk hand in hand along shore’s edge with your favorite human, or fly through the sky, tethered to a boat on one end and hanging from a colorful sail on the other. It doesn’t matter how you spend this day of beachy fun, just that you set aside the entire day to truly experience everything that makes our Anna Maria Island Beaches some of the best in the nation!

Road Trip to Fins Up Forever Concert- Tribute to Jimmy Buffet in Nearby Venice
Unfortunately, Labor Day this year, September 1, is also the 2nd anniversary of Jimmy Buffet’s passing, and it does darken our moods just a little, but the Fins Up Forever concert held in Venice helps bring back the sunshine to our smiles. Taking place over 2 nights, August 29th and 30th, parrot heads the world over can rejoice in his music, singing along to Margaritaville as local cover bands play their hearts out in much the same way Jimmy would have done if he were still with us! The legend may not be singing, but the music will never die as long as fans such as you are still in the world!
Sarasota Farmers Market, N Lemon Avenue in Sarasota, Saturdays 7 am to 1 pm
One of the things we love most about Anna Maria Island is that even though we are a small place, we are located close to the big towns, such as Sarasota and Bradenton, where attending their local events is easy and fun. The Sarasota Farmers Market is a perfect example, held year-round on Saturday mornings and offering fresh produce, flowers, arts, crafts, and foods, all things that you need in your vacation life. Stock the kitchen of your holiday hideaway with locally sourced produce, and because life is all about balance, you might want to pick up some homemade baked goods from vendors selling that as well. Offering live music to accompany your meanderings through the aisles of this outdoor market, this will be one adventure that is both peaceful and entertaining.
Family Barbecue at Home with Anna Maria Life Vacation Rentals
It is time to start exploring some of the events on Anna Maria Island you can enjoy at home with Anna Maria Life Vacation Rentals, starting with a time-honored summer holiday tradition, the family barbecue. Step out the back door of your holiday home into a private oasis and be assured that you will find a propane grill (although sometimes there might be a charcoal one) and a dining table that will allow you to enjoy the fruits of your labor al fresco, perhaps as the sun sets. Fishing is a popular activity on Anna Maria Island, and your catch of the day can be the meal du jour, sending a delicious aroma throughout the neighborhood your vacation home is located in. If you have chosen a condo for your Anna Maria Island retreat, you don’t need to fear that a family barbecue is out of the question, as community grilling and dining areas will allow you to enjoy the same amenities as those in standalone homes!
Pool Party with the Family
And just because you are staying on an island surrounded by tranquil waters, it doesn’t mean that you won’t want to enjoy the luxury of a swimming pool. Private pools offer the ultimate in luxuries, that of a nighttime swim, and as you float under the stars while the rest of the family sleeps, you will wish that you never had to return home. Daytime hours are equally appealing, of course, as you sit poolside sipping and savoring your bonus day off while your kiddos practice holding their breath, reminding you that you are supposed to be timing them! Our condos also offer community pools, ensuring you can enjoy all the benefits of a crystal clear pool, perhaps minus the nighttime swim. Reserve your favorite holiday haven of peace and joy today!