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Siesta Key, Florida, USA

Siesta Key 5-Day Adventure and Culinary Delights Itinerary

Published: 2024 Apr 29
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Sun, Sand, and Seafood

Morning
Start your day with a delightful breakfast at Sun Garden Cafe, known for its fresh and flavorful dishes. Afterward, head to Siesta Key Beach for a relaxing morning by the crystal-clear waters and powdery white sand.
Afternoon
For lunch, savor the local seafood at Big Water Fish Market, a hidden gem with a focus on quality. Post lunch, enjoy a leisurely walk around Siesta Key Village, exploring the unique shops and boutiques.
Evening
In the evening, experience a true beachfront dining atmosphere at Turtles on Little Sarasota Bay, where you can enjoy a stunning sunset along with your meal. After dinner, take a romantic stroll along the shore.
Bedtime
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Kayaking and Culinary Exploration

Morning
Fuel up for the day with a delicious breakfast at The Old Salty Dog - Siesta Key, a local favorite known for its casual waterfront dining. After breakfast, embark on the Anna Maria Island The Island Kayak Tour for a scenic and adventurous experience.
Afternoon
For a post-kayaking lunch, head to Captain Curt's Crab & Oyster Bar for a taste of the sea. Spend the afternoon relaxing at the beach or exploring the local shops.
Evening
Enjoy a fine dining experience at Ophelia's on the Bay, known for its elegant ambiance and exquisite cuisine. After dinner, take a moonlit walk on the beach.
Bedtime
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Adventurous Excursions and Tasty Treats

Morning
Indulge in a hearty breakfast at The Cottage, a charming restaurant with a focus on fresh, local ingredients. After breakfast, get your adrenaline pumping with the Sarasota Ultimate Adventure, a thrilling experience for adventure enthusiasts.
Afternoon
For a casual lunch, try the unique flavors at The Hub Baja Grill, a vibrant spot with a laid-back atmosphere. After lunch, explore the local area or relax at the beach.
Evening
Dine at Cafe Gabbiano, a top-rated Italian restaurant known for its authentic dishes and welcoming atmosphere. Conclude your day with a leisurely evening by the water.
Bedtime
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Cultural Discoveries and Gastronomic Delights

Morning
Start your day with a delicious breakfast at Toasted Mango Cafe, a cozy spot with a diverse menu. After breakfast, take a guided tour of the Robinson Preserve Mangrove Tour to immerse yourself in the local ecosystem.
Afternoon
Enjoy a leisurely lunch at Miguel's Restaurant, a family-owned eatery known for its Mexican cuisine and welcoming atmosphere. Spend the afternoon visiting local art galleries or taking a leisurely bike ride around the island.
Evening
For dinner, experience the culinary creativity at Clayton's Siesta Grille, a popular restaurant with a diverse menu. After dinner, unwind with a drink at a beachfront bar.
Bedtime
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Beach Day and Farewell Feast

Morning
On your final day, enjoy a relaxed morning with breakfast at Siesta Key Oyster Bar, a laid-back spot with a focus on fresh seafood. Spend the morning soaking up the sun and enjoying the beach at your leisure.
Afternoon
For your last lunch on the island, savor the flavors of the sea at Blasé Cafe & Martini Bar, a stylish restaurant with a diverse menu. After lunch, take a final stroll along the shore and bid farewell to the beautiful Siesta Key.
Evening
Conclude your trip with a memorable dinner at Siesta Key Wine Bar & Bistro, where you can enjoy a fine dining experience paired with a selection of wines. Raise a glass to a wonderful stay in Siesta Key.
Bedtime
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