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Exploring Longboat Key, FL in 5 Days

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Day 1: Arrival & Relaxation

Longboat Key, FL

Afternoon

Check-in at Resort

Upon arrival at Longboat Key, check-in at your resort and unwind with a stroll on the beautiful beach.
From Sarasota-Bradenton International Airport, drive 20 minutes to Longboat Key.
Cost of accommodation, 2 hours

Evening

Dinner at Mar Vista Dockside Restaurant

Enjoy fresh seafood and stunning sunset views at this charming waterfront restaurant.
Short drive from your resort.
$$, 2 hours
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Day 2: Beach Day & Water Activities

Longboat Key, FL

Morning

Breakfast at Blue Dolphin Cafe

Start your day with a delicious breakfast overlooking the ocean at this local favorite spot.
Short walk or drive from your resort.
$, 1 hour

Afternoon

Beach Day at Beer Can Island

Spend the day relaxing on the pristine shores of Beer Can Island, known for its crystal-clear waters and seclusion.
Drive or take a boat to the island. Boat rentals available nearby.
$, 4 hours

Evening

Dinner at Dry Dock Waterfront Grill

Indulge in fresh seafood and cocktails while enjoying the waterfront views at this popular restaurant.
Short drive from the beach.
$$, 2 hours
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Day 3: Exploring Sarasota

Sarasota, FL

Morning

Visit The Ringling

Explore the Ringling Museum complex, including the Ca' d'Zan Mansion, art galleries, and beautiful gardens.
Drive from Longboat Key to Sarasota, approximately 30 minutes.
$$, 3 hours

Lunch

Lunch at Indigenous

Enjoy a farm-to-table dining experience with creative cuisine at this upscale restaurant in Sarasota.
Short drive from The Ringling.
$$, 1 hour

Afternoon

Stroll at Marie Selby Botanical Gardens

Relax in the peaceful oasis of the botanical gardens, featuring a vast collection of tropical plants and orchids.
Short drive from the restaurant.
$, 2 hours

Dinner

Dinner at Ophelia's on the Bay

Enjoy a fine dining experience with bay views and a diverse menu of seafood and other culinary delights.
Head to the restaurant for dinner.
$$$, 2 hours
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Day 4: Shopping & Dining at St. Armands Circle

St. Armands Circle, FL

Morning

Breakfast at Another Broken Egg Cafe

Start your day with a delicious breakfast at this cozy cafe known for its creative egg dishes and pancakes.
Drive from Longboat Key to St. Armands Circle, around 20 minutes.
$$, 1 hour

Late Morning

Shopping at Boutique Stores

Explore the unique boutiques and shops at St. Armands Circle, offering everything from clothing to home decor.
Walk around the circle for shopping.
$ - $$$, 2 hours

Lunch

Lunch at Columbia Restaurant

Savor authentic Spanish cuisine at the historic Columbia Restaurant, a staple in St. Armands Circle.
Enjoy lunch at the restaurant.
$$, 1 hour

Afternoon

Relax at Lido Beach

Unwind on the sandy shores of Lido Beach, just a short walk from St. Armands Circle.
Walk to the beach for relaxation.
$, 3 hours

Dinner

Dinner at Shore

End your day with a waterfront dining experience at Shore, offering a blend of seafood and American cuisine.
Enjoy dinner with a view near the beach.
$$, 2 hours
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Day 5: Departure Day

Longboat Key, FL

Morning

Breakfast at Euphemia Haye Restaurant

Enjoy a gourmet breakfast at this renowned restaurant known for its unique ambiance and delectable dishes.
Start your day with breakfast at the restaurant.
$$$, 1 hour

Late Morning

Explore Longboat Key Center for the Arts

Discover local art and cultural exhibits at the Longboat Key Center for the Arts before heading to the airport.
Visit the center before departing Longboat Key.
$, 2 hours
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Trip Packing List: Longboat Key, FL (April)
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