Enjoy warm Gulf breezes, white-sand beaches, and a relaxed coastal atmosphere that turns Thanksgiving into a true beachfront escape.
Thanksgiving feels different—in the best way—when you celebrate it in Siesta Key. Instead of gray skies and heavy coats, you’ll enjoy sunshine, gentle waves, and powder-soft sand beneath your feet. Whether you’re planning a family gathering, a romantic getaway, or simply craving a break from the cold, Siesta Key offers a peaceful and unforgettable holiday setting.
From outdoor adventures to special holiday dining options, here’s why Siesta Key is one of the best places to spend Thanksgiving in 2025.
Spend Thanksgiving Weekend on One of America’s Best Beaches
Siesta Beach is famous for its cool, quartz-crystal sand and calm, shallow waters—perfect for families, couples, and anyone wanting to unwind. Thanksgiving weekend brings ideal beach weather, making it a great time for:
- Morning walks along the shoreline
- Beach picnics instead of traditional dining room meals
- Sunset watching with family or friends
- Swimming, shelling, or simply lounging under the sun
It’s a relaxed, stress-free way to spend the holiday.
Relaxing with drinks in the sand while enjoying a sunny afternoon on Siesta Beach.
Local Thanksgiving Dining Options on Siesta Key
If you’re not cooking, Siesta Key offers plenty of great places to enjoy a delicious Thanksgiving meal or a festive holiday weekend dinner. While 2025 menus aren’t out yet, these popular local spots are known for being open or offering specials:
- The Hub Baja Grill – lively atmosphere with island-inspired dishes
- The Old Salty Dog – classic American favorites in a casual setting
- The Cottage – creative coastal cuisine with a cozy island vibe
- Bonjour French Café – ideal for breakfast or brunch on Thanksgiving morning
- Gilligan’s Island Bar & Grill – tropical outdoor dining with music
- The Lobster Pot Restaurant – seafood favorites and New England-style classics
- Flavio’s Brick Oven and Bar – handcrafted Italian dishes and pizzas
- Javier’s Restaurant & Wine Bar – upscale Peruvian cuisine
- Café Gabbiano – fine Italian dining for intimate or family gatherings
As the holiday approaches, check for updated Thanksgiving hours and reservations—these spots fill quickly.
A warm, elegant dinner setup at Café Gabbiano on Siesta Key.
Kick Off the Holiday Season With Local Events
Thanksgiving week is the unofficial start of the holiday season, and Siesta Key and Sarasota come alive with lights, entertainment, and family-friendly activities.
Light Up Siesta Key Village
Late November brings festive decorations, holiday music, local vendors, and plenty of island cheer.
Holiday Nights at Marie Selby Botanical Gardens
Just minutes away, stroll through millions of holiday lights illuminating tropical plants and the waterfront.
Sarasota Holiday Boat Parade Preparations
The week of Thanksgiving, many locals begin decorating their boats, offering fun views along Sarasota Bay.
Outdoor Activities for a Fun Thanksgiving Weekend
November is one of the best months for outdoor adventure in Siesta Key. Popular ways to enjoy the holiday:
- Kayaking or paddleboarding through mangroves
- Biking around the island or along the Legacy Trail
- Dolphin-watching tours
- Fishing charters
- Shopping and dining in Siesta Key Village
You can even decorate a palm tree instead of a pine tree—Florida-style.
Biking along the shoreline on Siesta Beach, enjoying clear water and soft white sand.
Enjoy Thanksgiving in a Gertrude Rentals Home
Celebrate the holiday in comfort with a spacious vacation rental designed for families, couples, and groups. Gertrude Rentals offers:
- Fully equipped kitchens for Thanksgiving cooking
- Large dining areas and cozy living spaces
- Private pools and outdoor patios
- Locations near Siesta Beach and Siesta Key Village
- Fast access to local restaurants and events
Whether you’re preparing a traditional meal or dining out on the island, a vacation home makes the holiday feel relaxed and memorable.
Plan Your Thanksgiving Getaway Today
This year, trade cold weather for warm sunsets and create new holiday traditions in paradise. With beautiful beaches, great dining, and festive local events, it’s easy to see why Siesta Key is one of the best places to spend Thanksgiving.
Start planning your holiday escape with Gertrude Rentals at:
https://gertruderentals.com
