Fun, sun, sand, and warm temperatures year-round make Florida one of the best spots for a getaway any time of year. If you’re looking for all of that along with a bit of Thanksgiving flair, you’ll find everything you’re looking for in Siesta Key. There are plenty of events and activities, including the Siesta Key Thanksgiving Day dinner, to keep you busy throughout your stay.

Thanksgiving Dinner

While some of the restaurants on Siesta Key may be closed on Thanksgiving Day, there are several in and around the area that keep their doors open to serve traditional Thanksgiving meals. If your chosen restaurant isn’t open for service on Thanksgiving Day, ask about catering or delivery or take out that you can heat and serve at your rental.

All Our Siesta Key Vacation Homes

Sand Sculpting Festival

If you’re taking an extra-long break this November, make sure your time on Siesta Key includes Thanksgiving as well as this November tradition. Each November, Siesta Key hosts the International Sand Sculpting Festival. These are not your average sand castle built with a pail and a bucket at the water’s edge. From large, intricate castles with carved details like windows, doors, and towers, to life-size replicas of famous people, sculptors from all over the world go all-out to showcase their skills and talent. This year’s festival is November 12-15. You can buy tickets for the event on their website. Want to showcase your own skills? Amateurs from kids ages 10+ to adults can register for the amateur competition on November 13. Registration for the amateur competition is November 9th.


Make your Thanksgiving visit to Siesta Key complete with some beach time. While the water may be a little cool, you can still spread out on the sand and soak up the sun, talk a walk on the beach, or pack a picnic lunch. Create your Siesta Key Thanksgiving meal in your rental and bring it down to the waterfront to enjoy or pack a basket of leftovers for sandwiches and other beach snacks. Grab some sand toys and work on your skills so you can enter the Sand Sculpting Festival next year.

Bicycle Rentals

Keep the rental car parked at your accommodations and gather the group for some exercise after all the turkey. There are many walking and biking trails that take you to all the nooks and crannies of Siesta Key where your motor vehicle just can’t go. Many bike rental companies offer an array of options, from single-seat bikes with or without gears, adult-size tricycles for added basket space and balance, romantic bicycles built for two, children’s bikes, and adult bikes outfitted with baby seats. Make sure to ask about locks, extra baskets, and other accessories and safety gear like lights and helmets. There may even be perks like delivery to your accommodations.

Pet Friendly Siesta Key Vacation Homes


Stroll the streets of Siesta Key or hike its beautiful trails. Fall is one of the best times for hiking, as the weather is cooling down but still warm enough to keep you comfortable. Explore everywhere your feet can take you that your rental car can’t. Dress in layers and pack your essentials – like water, sun gear, and whatever else you need, and set out on an adventure. Make sure one of those essentials is your camera, as you’re bound to spot some of the island’s wildlife and capture breathtaking ocean views while you’re out.


After you’ve walked, hiked, or biked your way around Siesta Key, there’s one more mode of transportation to try. Hop on the free trolley for a different type of transportation on wheels. Save the gas in your rental car for an off-island trip, and conserve your own energy for the fun you’ll have at your destination when you take the Siesta Breeze Trolley. It goes to just about any destination on the island! Experience the fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops at or near restaurants or shops in between. Get on or off at any stop and spend as long as you like at the location before meeting the trolley at another stop or when it comes back your way.

Siesta Key Thanksgiving with Family

When you book a Thanksgiving getaway with Rent Siesta Key, you won’t be short on fun activities to fill your time while you’re here. You’ll be able to design a getaway that is uniquely yours with memories to last a lifetime. Relax and unwind after a fun-filled day with your group. Enjoy a one-bedroom for your small family or sweetheart getaway, all the way up to six bedrooms for a larger group or Thanksgiving reunion. For more privacy, choose a single-family home with a garage. Make a delicious traditional Thanksgiving meal in your unit’s fully equipped kitchen. Enjoy the meal in the dining area, or in a private outdoor space like a patio or balcony. At the end of the day, relax in a private bedroom, or gather the group for a TV show or movie. Opt for a premium unit for perks like a fireplace, double ovens, stainless steel appliances, flat-screen TVs, a private pool, and more. Include everyone this Thanksgiving by asking about select rentals that allow your fur babies to stay.

Contact us today to book your Siesta Key Thanksgiving getaway!

Pet Friendly Siesta Key Vacation Homes