Longboat Key, Florida

Longboat Key is a beautiful destination with stunning beaches, great dining, and some lovely shopping spots. Let’s dive into a fun-filled 3-day itinerary that balances relaxation, shopping, and a bit of adventure!

Day 1: Arrival and Beach Day

Morning:

• Arrival: Check into your hotel or vacation rental. If you’re staying at a beachfront property, you’re in for a treat!
• Breakfast: Start your day with a delicious breakfast at The Blue Dolphin Café. Their pancakes and omelets are a must-try!

Midday:

• Beach Time: After breakfast, head to Longboat Key Beach. Grab a beach chair, soak up the sun, and take a dip in the Gulf. It’s the perfect way to unwind after your travels.

Afternoon:

• Lunch: For lunch, try Shore at the Shore Resort. Enjoy fresh seafood with a view of the water.
• Shopping: Post-lunch, head to St. Armands Circle, just a short drive away. This charming shopping district has a mix of boutiques, art galleries, and souvenir shops. Don’t forget to check out Chico’s and Lilly Pulitzer for some stylish finds!

Evening:

• Dinner: Treat yourself to dinner at The Chart House. The views of the sunset over the water are breathtaking, and the seafood is top-notch.
• Nightcap: If you’re up for it, stop by The Beach House for a cocktail and enjoy the live music!

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Day 2: Explore and More Shopping

Morning:

• Breakfast: Start your day at The Lazy Lobster. Their breakfast burrito is a local favorite!

Midday:

• Explore: After breakfast, take a stroll through Joan M. Durante Community Park. It’s a lovely spot for a walk and has beautiful nature trails.

Afternoon:

• Lunch: Grab a quick bite at Harry’s Continental Kitchens. Their sandwiches and salads are perfect for a light lunch.
• Shopping: Head back to St. Armands Circle for round two of shopping! This time, check out Polo Ralph Lauren and Tiffany & Co. for some upscale shopping. Don’t forget to stop by Kilwin’s Chocolates for a sweet treat!

Evening:

• Dinner: Enjoy dinner at Osteria Sandro for some delicious Italian cuisine. The ambiance is cozy, and the food is fantastic!
• Night Activity: If you’re in the mood, catch a show at the Van Wezel Performing Arts Hall. Check their schedule for any performances during your stay!

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Day 3: Relaxation and Departure

Morning:

• Breakfast: Have a leisurely breakfast at The Breakfast House. Their French toast is divine!

Midday:

• Spa Time: Treat yourself to a spa morning at The Spa at the Resort at Longboat Key Club. A massage or facial will leave you feeling rejuvenated!

Afternoon:

• Lunch: Enjoy a light lunch at The Sandbar Restaurant. It’s right on the beach, so you can enjoy the view while you eat.
• Last-Minute Shopping: Before you leave, stop by The Village Shops on Longboat Key. It’s a quaint shopping area with unique boutiques and shops. Perfect for picking up any last-minute souvenirs!

Evening:

• Departure: Depending on your travel plans, you might have time for one last stroll on the beach or a sunset view before you head out.

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And there you have it! A delightful 3-day itinerary filled with shopping, relaxation, and the beautiful sights of Longboat Key. Enjoy your trip, and don’t forget to take lots of pictures! 🌴✨