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North Longboat Key vs. Mid Longboat Key vs. South Longboat Key

WHICH AREA SUITS YOUR COASTAL LIFESTYLE?

Longboat Key is a 12-mile stretch of paradise that seamlessly blends luxury living with the natural beauty of Florida’s Gulf Coast. Divided into three distinct areas—North, Mid, and South—this barrier island offers a range of experiences for residents and visitors alike. Whether you’re dreaming of a serene retreat or an upscale, active lifestyle, Longboat Key has something for everyone.

Let’s explore what makes each area unique and help you discover which part of Longboat Key best fits your coastal lifestyle.

North Longboat Key: Old Florida Charm and Secluded Serenity

North Longboat Key captures the timeless essence of "Old Florida." With quiet streets, lush landscapes, and a laid-back vibe, this area is perfect for those seeking tranquility and natural beauty. Conveniently located near Anna Maria Island and the historic fishing village of Cortez, it offers a serene escape from any hustle and bustle.

North Key Features


Beaches: Slightly more active than other areas in Longboat Key, yet still uncrowded, the beaches here offer a perfect blend of activity and tranquility. Popular with families and outdoor enthusiasts, they’re ideal for kayaking, paddleboarding, or simply enjoying a scenic sunset stroll.

One of the reasons this area sees a bit more activity is the availability of one of the larger parking areas for beach visitors, making it a convenient and accessible choice for a day by the water.


Dining & Entertainment: Waterfront gems like Mar Vista Dockside Restaurant & Pub and Shore Restaurant provide a relaxed yet memorable dining experience.

The area also boasts a local shopping plaza featuring an Italian restaurant, a 24-hour gym, Pilates studio, coffee shop, breakfast café, and a boutique shop with island-style décor, making it easy to enjoy the essentials close to home.

Beer Can Island: At the very north end of the island, accessible by walking north along Whitney Beach, lies Beer Can Island. This idyllic spot is famous for its unique driftwood formations, tree art, and a whimsical collection of shells left hanging from fallen trees by visitors, offering a serene and picturesque escape.


Housing Options: Choose from charming single-family homes, canal-front properties, and condos with Gulf or Bay views.


Lifestyle Fit: A haven for nature lovers, retirees, and those seeking a peaceful retreat.

North Key Considerations

As with all of Longboat Key, North Longboat Key offers a more secluded environment with limited commercial amenities, which means a longer drive is needed to access Sarasota’s shopping and cultural attractions.


However, a Publix supermarket is conveniently located just 10 minutes away, and the nearby Bradenton amenities further enhance accessibility. Additionally, the presence of the local Whitney’s Plaza makes North Longboat Key a unique blend of seclusion and practicality.

Mid Longboat Key: The Heart of the Island

Centrally located, Mid Longboat Key offers the perfect balance between convenience and tranquility. With well-established residential communities, beautiful parks, and essential amenities nearby, it’s ideal for those seeking a well-rounded coastal lifestyle.

Mid Key Features


Beaches: The beaches here are accessible yet uncrowded, making them perfect for beachcombing, paddleboarding, or enjoying the Gulf’s breathtaking sunsets.


Parks & Recreation: Joan M. Durante Park, Bicentennial Park, and Bayfront Park offer outdoor activities ranging from nature trails and wildlife viewing to picnic areas and playgrounds. Bayfront Park also features a well-manicured off-leash playground for dogs, making it a perfect spot for your furry friends. Other parks provide leashed spaces to enjoy with your pets, adding to the family-friendly appeal of mid Longboat Key.

Things to do in Longboat Key, Florida: Joan M. Durante Community Park

Shopping & Amenities: Bay Isles Shopping Plaza, conveniently located mid-key, is home to a Publix grocery store, CVS, a dry cleaner, nail salon, gym, and clothing store, ensuring all essential services are just a short drive away.


Additionally, Mid Longboat Key hosts the local library, town hall, several banks, and the public tennis center, further solidifying its role as a hub for community resources and activities.


Housing Options: A mix of upscale condos, waterfront homes, and golf course properties appeals to a variety of buyers.


Lifestyle Fit: Ideal for families, golf enthusiasts, and those who value a balance of nature and convenience.

Mid Key Considerations

Mid Longboat Key offers the perfect balance of tranquility and convenience, with a central location that makes it easy to enjoy everything the island has to offer.


St. Armands is a mere 15-minute drive away, and downtown Sarasota can be reached in just 20 minutes, providing easy access to shopping, dining, and cultural attractions.


For those who appreciate a more relaxed lifestyle with easy access to essential amenities and beautiful natural surroundings, Mid Longboat Key is an idyllic choice.

South Longboat Key: Luxurious Living and Vibrant Energy

South Longboat Key is the epitome of luxury and convenience. With proximity to St. Armands Circle and downtown Sarasota, this area offers an upscale lifestyle filled with fine dining, boutique shopping, and cultural events.

South Key Features


Beaches: South Longboat Key offers private and tranquil stretches of sand, perfect for relaxation and uninterrupted Gulf views. Since most south Longboat Key beach access points lack parking, they are primarily used by nearby residents, adding to the exclusive and serene atmosphere of this part of the island.


Dining & Entertainment: Popular South Key restaurants include Dry Dock and Chart House, offering waterfront dining and fresh seafood. Members of both the St. Regis and Longboat Key Club also enjoy access to several additional upscale restaurant options. For even more variety, nearby St. Armands Circle and downtown Sarasota feature fine dining, nightlife, and world-class shopping, ensuring plenty of options for a night out.

Longboat golf course and marina

Membership Opportunities: Exclusive clubs like The St. Regis Longboat Key Resort and Longboat Key Club offer luxury amenities and access to resort-style pools, private beach access, and vibrant social activities.

However, only the Longboat Key Club provides marina amenities as well as golf and tennis memberships, making it the ideal choice for those seeking these additional recreational opportunities.


Lifestyle Fit: Suited for professionals, snowbirds, and families who enjoy an energetic yet sophisticated environment.

South Key Considerations

South Longboat Key is more densely populated and can feel busier during peak seasons. Property prices reflect its premium location and amenities.

Which Area Is Right for You?

To discover your perfect spot on Longboat Key, take our personalized neighborhood quiz. In just 8 simple questions, your preferences—whether it’s waterfront living, beach access, or proximity to entertainment—will be matched to the area that best suits your lifestyle.