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Siesta Key 8-Day Adventure Itinerary Itinerary

Last updated: 2024 Jun 14

Beachside Bliss and Culinary Delights

Morning

Begin your Siesta Key adventure with a refreshing morning walk along the pristine Siesta Beach, known for its powdery white sand. After soaking in the sun, enjoy a delightful breakfast at Sun Garden Cafe, offering a selection of fresh pastries and tropical fruit smoothies.

Afternoon

For lunch, head to Big Water Fish Market for a taste of the local seafood. Post-lunch, engage in the Sarasota Ultimate Adventure, which includes various water sports and activities to keep the excitement flowing.

Evening

As the sun sets, savor a sophisticated dinner at Ophelia's on the Bay, where the waterfront setting complements the exquisite cuisine. End the evening with a leisurely stroll under the stars at Siesta Key Village Shops, browsing the boutiques and galleries.

Bedtime

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Sarasota Ultimate Adventure
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4.51
Siesta Key Village Shops
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Island Exploration and Tiki Tastings

Morning

Embark on the Bradenton The Island Kayak Tour to discover the hidden coves and mangrove tunnels surrounding the island. Refuel with a hearty breakfast at Anna's Deli Siesta Key Village Market & Deli Inc., a local favorite for its classic deli sandwiches.

Afternoon

Enjoy the thrill of parasailing with Parasailing in Bradenton Beach & Anna Maria Island, taking in panoramic views of the coast. For a casual lunch, visit The Old Salty Dog - Siesta Key and indulge in their signature hot dogs and cold beverages.

Evening

Unwind at the Sarasota Surf and Racquet Club Beachfront Resort - Tiki Bar, where you can enjoy tropical drinks and the gentle ocean breeze. For dinner, Cafe Gabbiano offers an elegant yet relaxed atmosphere with authentic Italian dishes and an extensive wine list.

Bedtime

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5.00
Bradenton The Island Kayak Tour
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5.00
Parasailing in Bradenton Beach & Anna Maria Island
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Mangrove Mysteries and Sunset Serenity

Morning

Join the Robinson Preserve Mangrove Tour to observe the diverse ecosystem and its inhabitants. After the tour, have a delightful breakfast at Toasted Mango Cafe, known for its creative menu and friendly service.

Afternoon

For a change of pace, rent a bike and explore the island at your own leisure, visiting hidden spots and local landmarks. Grab a quick bite at Subway Restaurants - Siesta Key Village Plaza Shopping Center #2-1/2 to keep your energy up.

Evening

Experience the magic of a Siesta Key sunset at Siesta Key Beach Access 2, followed by a memorable dinner at The Cottage, a charming spot with a menu featuring fresh, seasonal ingredients and innovative flavors.

Bedtime

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5.00
Robinson Preserve Mangrove Tour
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Manatees, Music, and Mouthwatering Meals

Morning

Kick off the day with the Anna Maria Island/Bradenton Guided Kayak Manatee Tour, where you may have the chance to encounter gentle manatees in their natural habitat. Afterward, enjoy a classic breakfast at Captain Curt's Crab & Oyster Bar, a Siesta Key staple known for its seafood and friendly atmosphere.

Afternoon

Take a break from the water and enjoy the Sarasota Showdown Scavenger Hunt, a fun and interactive way to explore the city's hidden gems. Refuel with a laid-back lunch at Gilligan's Island Bar & Grill, offering a menu of island-inspired dishes and tropical drinks.

Evening

As the day winds down, indulge in the Sarasota Evening Sip and Dine Tour, which will take you to some of the area's best restaurants and bars for a taste of local flavors and spirits. Savor the final meal of the day at Siesta Key Wine Bar & Bistro, where the extensive wine list complements the elegant dishes.

Bedtime

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4.94
Anna Maria Island/Bradenton Guided Kayak Manatee Tour
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Sarasota Showdown Scavenger Hunt
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Eco-Adventures and Culinary Capers

Morning

Start with the Osprey Guided Dolphin and Manatee SUP or Kayaking Tour to witness these majestic creatures in their natural habitat. After the tour, enjoy a delightful breakfast at Miguel's Restaurant, offering a blend of traditional and contemporary Mexican cuisine.

Afternoon

For a thrilling afternoon, take on the Bradenton Adventure Course Entry Ticket, navigating through ziplines and obstacle courses. After working up an appetite, head to The Hub Baja Grill for a lively atmosphere and a menu of Southwestern and Caribbean-inspired dishes.

Evening

Conclude the day with a serene dinner at Blasé Cafe & Martini Bar, where the waterfront views and the extensive martini selection set the stage for a relaxing evening. Enjoy the gentle sea breeze and reflect on the adventures of the day.

Bedtime

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3.91
Osprey Guided Dolphin and Manatee SUP or Kayaking Tour
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5.00
Bradenton Adventure Course Entry Ticket
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Siesta Key Scavenger Hunt and Gourmet Getaway

Morning

Engage in the Siesta Key Scavenger Hunt, a fun and interactive way to explore the island's hidden treasures and learn about its history. For a quick bite, grab breakfast at Subway Restaurants - Siesta Key Village Plaza Shopping Center #2-1/2.

Afternoon

After the hunt, take a break and relax at Siesta Key Beach Access 5, soaking in the sun and the gentle waves. For lunch, head to Siesta Key Oyster Bar for a selection of fresh oysters and other seafood delights.

Evening

Enjoy a sophisticated dinner at Ophelia's on the Bay, where the waterfront setting complements the exquisite cuisine. End the evening with a leisurely stroll under the stars at Siesta Key Village Shops, browsing the boutiques and galleries.

Bedtime

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4.68
Siesta Key Scavenger Hunt
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4.75
Siesta Key Beach Access 5
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Beachside Breezes and Tasty Teases

Morning

Begin your day with a refreshing morning walk along the pristine Siesta Beach, known for its powdery white sand. After soaking in the sun, enjoy a delightful breakfast at Sun Garden Cafe, offering a selection of fresh pastries and tropical fruit smoothies.

Afternoon

Evening

Bedtime

Find amazing hotels in Siesta Key.

Sarasota Ultimate Adventure
Book Now

4.51
Siesta Key Village Shops
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Farewell Feasts and Coastal Celebrations

Morning

Spend your final morning at Siesta Key Beach Access 2, taking in the serene beauty and reflecting on your memorable trip. Enjoy a leisurely breakfast at The Cottage, where the menu features fresh, seasonal ingredients and innovative flavors.

Afternoon

For your last lunch on the island, visit Clayton's Siesta Grille for a laid-back yet refined dining experience, with a menu that offers something for everyone. Afterward, take a final stroll along the shore, collecting seashells and making lasting memories.

Evening

Conclude your Siesta Key journey with a grand farewell dinner at Siesta Key Wine Bar & Bistro, where the ambiance is as delightful as the cuisine. Raise a glass to the adventures you've had and the ones that await, and toast to the magic of Siesta Key.

Bedtime

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