Longboat Key: Your Guide to Florida’s Serene Island Escape

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Advisor - Sennett Goodwin
Curated By

Sennett Goodwin

  • Beaches

  • Tropical Vacations

  • Weekend Getaways

  • Slow Travel

  • Florida

  • Local Culture

Advisor - Longboat Key: Your Guide to Florida’s Serene Island Escape
Curator’s statement

Born and raised in the Sarasota–Bradenton area, Longboat Key has always been a natural extension of home. Its 10 miles of white-sand beaches, preserved natural beauty, and understated luxury create a setting designed for rest and reconnection. This is the kind of island that invites you to slow down and experience Florida the way locals do!

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Where to stay in Longboat Key

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Things to do in Longboat Key

Bottlenose dolphins are a common sight on Longboat Key, always ready to steal the show!

  • Exploring or relaxing on the beaches: Longboat Key is known for its quiet, uncrowded beaches with powder-soft white sand and crystal-clear waters, often rated some of the top beaches in the world. The shoreline is ideal for morning walks and offers stunning views of the Gulf of Mexico. It’s a perfect escape for those seeking relaxation away from busy tourist areas.

  • Golfing: Longboat Key offers exceptional golfing experiences with beautifully maintained courses and scenic coastal views. Golfers of all skill levels can enjoy challenging fairways surrounded by lush landscapes and waterfront scenery. The island’s golf clubs provide a relaxed yet upscale atmosphere. It’s an ideal activity for those looking to combine sport with the natural beauty of the area.

  • Dolphin and manatee kayak tour at sunset: I love recommending this to clients who want a relaxed, authentic Florida experience. You’ll paddle through tranquil waters at golden hour, often spotting manatees along the way, while ending the evening with a stunning Gulf Coast sunset that feels both intimate and unforgettable.

  • Shopping in St. Armands Circle: Just minutes from Longboat Key, St. Armands Circle features a vibrant mix of boutique shops, galleries, and specialty stores. Visitors can browse unique clothing, jewelry, and locally inspired gifts. The area also offers plenty of cafés and restaurants for a relaxing break between shopping. Its lively atmosphere makes it a must-visit destination.

  • Private boat tour: A private boat tour is a great way to explore the waters around Longboat Key at your own pace. Guests can cruise along the coastline, visit nearby islands, or spot dolphins and other marine life. The personalized experience allows for swimming, sightseeing, or simply relaxing on the water. It’s an excellent option for families, couples, or small groups looking for a memorable outing. Other options include private fishing charters or Egmont Key day tours from neighboring Anna Maria Island!

Places to eat & drink in Longboat Key

Once a Chevron gas station, now an island staple!

  • Whitney’s LBK: A thoughtfully reimagined gas station turned beachfront bodega and bar, Whitney’s offers a vibrant and casual dining experience just steps from the beach. Known for its fresh coastal bites, creative all-day menu, craft cocktails, and lively atmosphere and outdoor seating. Whitney’s effortlessly captures laid-back island vibes with flavorful flair.

  • The Shore: With incredible views of Sarasota Bay, The Shore offers an upscale, open-air dining experience with modern coastal design. Known for its creative seafood dishes, signature cocktails, and relaxed mid-century aesthetic, it’s a must-visit spot for a polished yet effortless Longboat Key dining experience.

  • Mar Vista Dockside Restaurant & Pub: With peaceful waterfront views along Sarasota Bay, Mar Vista Dockside Restaurant & Pub offers a classic Old Florida dining experience in a lush, open-air setting. Known for its dockside atmosphere, fresh Florida seafood, and seasonal, locally inspired dishes, it’s a Longboat Key staple for relaxed lunches, sunset dinners, and arriving by boat for an unforgettable meal.

  • Dry Dock Waterfront Grill: With beautiful waterfront views overlooking Sarasota Bay, Dry Dock Waterfront Grill delivers classic casual coastal dining with a lively yet laid‑back vibe. Known for fresh Gulf seafood, standout locally caught grouper and snapper, and a wide menu of seafood favorites paired with panoramic bay views, it’s a quintessential Longboat Key meal destination. Whether you’re stopping in for lunch after a beach day or savoring dinner with a sunset backdrop, Dry Dock offers a memorable waterfront experience.

  • Euphemia Haye: Tucked beneath a charming thatched roof and surrounded by lush tropical gardens, Euphemia Haye offers an intimate, Old Florida dining experience with timeless charm. Known for its globally inspired cuisine, elegant presentations, and warm, romantic ambiance, it’s a Longboat Key classic best saved for a special night out or celebratory dinner.

Need to know

Longboat Key is best visited in spring (March–May) and fall (September–November), when the weather is warm and pleasant and crowds are lighter, while winter is popular but busier and summer is hotter with occasional storms. The island is known for its quiet, uncrowded beaches and relaxed atmosphere, making it ideal for travelers seeking a peaceful coastal escape. Just a short drive away, Sarasota offers easy day trips with cultural attractions like the Ringling Museum, the Sarasota Farmers Market, and family-friendly stops such as Mote Marine Laboratory. Nearby keys like Lido Key and Siesta Key add more beach options, giving visitors a mix of calm island living and lively city experiences.

Advisor - Sennett Goodwin

Travel Advisor

Sennett Goodwin

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