5 Best Places to Shop in Longboat Key

The DiPinto Group May 8, 2024

On the sun-kissed coast of Florida, Longboat Key is a picturesque barrier island —a slice of paradise where lush tropical landscapes meet the azure expanse of the Gulf of Mexico. This idyllic island is celebrated for its white sandy beaches and upscale ambiance, making it a coveted destination. For those considering a move here, Longboat Key, FL, real estate is a hot commodity, offering a range of luxurious homes for sale that promise a serene island lifestyle coupled with the sophistication of well-curated amenities.

Boating enthusiasts will find themselves at home amidst the island's ample opportunities for sailing and exploring the open waters, while the promise of leisurely days spent on sandy shores under swaying palms paints the perfect picture of island life. Beyond the natural beauty and recreational pleasures, Longboat Key also boasts a vibrant shopping scene that caters to its discerning residents. From quaint boutiques to exclusive galleries, the shopping in Longboat Key is as much about the experience as it is about the finds.

Let's explore the best places to indulge in retail therapy on this enchanting island. Whether you're seeking a unique gift, the latest fashion, or exquisite art, Longboat Key's shops offer a treasure trove of delights waiting to be discovered.

St. Armands Circle

300 Madison Dr, Sarasota

Just a short drive from Longboat Key, St. Armands Circle is a hub of luxury and style. It features 130 upscale shops, boutiques, and fine dining options, all nestled within a stunning courtyard blooming with tropical flowers. This premier shopping destination offers a delightful ambiance and retail sophistication, making it a must-visit for those seeking an elevated shopping experience. Here is just a sampling of its unique shops.

The Ivory Coast Collection

At The Ivory Coast Collection, fashion enthusiasts can revel in a diverse array of textiles like the latest linen from the USA and Italy, flowing hand-woven cotton from Morocco, and washable silks from India. This boutique constantly refreshes its lineup, ensuring that even the most beloved items receive a seasonal update. Shoppers will find an impressive selection of jewelry and accessories sourced from around the globe, making every visit a new discovery.

Little Bo-Tique Children's Wear

Since 1965, Little Bo-Tique Children's Wear has been the go-to spot for unique children's clothing and gifts. Whether you're searching for a one-of-a-kind christening dress, a memorable birthday ensemble, or a festive holiday outfit, this boutique offers something special for every occasion. Their extensive range also includes a variety of accessories, toys, and gifts, making it easy to find just the right item for the little ones in your life.

Tilden Ross Jewelers

With over 30 years of expertise, Tilden Ross Jewelers is a treasure trove of authentic, high-quality jewelry with intricate designs. The shop prides itself on exceptional craftsmanship and offers a comprehensive service in jewelry repair, ensuring that each piece not only dazzles but lasts a lifetime.


Cariloha is an independently owned and operated store that commits to an eco-conscious, natural lifestyle. Specializing in products made from eco-friendly viscose derived from bamboo, Cariloha offers an up-scale collection that includes everything from bedding and mattresses to apparel and activewear. Known for its soft, cool, clean, and green bamboo products, Cariloha is a haven for those looking to infuse sustainability into their daily lives.

The Giving Tree Gallery

The Giving Tree Gallery is a family-owned contemporary gift shop that has made a name for itself with its selection of award-winning designer jewelry, including pieces by Monica Rich Kosann. Beyond jewelry, the gallery features artful home décor that complements any stylish home. This boutique is a perfect spot for those who appreciate the finer things in life and seek to find something truly unique and expressive.

The Centre Shops

5370 Gulf of Mexico Dr, Longboat Key

The Centre Shops present a serene shopping experience where leisure meets luxury. This charming plaza has unique boutiques and dining options in a beautifully landscaped environment that invites visitors to stroll and shop at their leisure. The shops offer everything from high-end fashion to handcrafted jewelry, complemented by cafes and eateries that serve delightful dishes to enjoy in the breezy, open-air settings. It's the perfect spot for an afternoon escape, where you can unwind, shop, and dine in the tranquil ambiance of Longboat Key.

Shoppes of Bay Isles

Longboat Key

The Shoppes of Bay Isles provide a hub of convenience and service right in the heart of Longboat Key. With a large Publix supermarket at its center, this shopping area is essential for residents looking to stock up on groceries, household items, and more. It also has a variety of services, including a pharmacy, a bank, and beauty salons where you can enjoy a bit of pampering. Whether running daily errands or preparing for a special occasion, this shopping center ensures everything you need is just a stone's throw away.

Whitney Beach Plaza

6852 Gulf of Mexico Dr, Longboat Key

Whitney Beach Plaza is a convenient and practical shopping destination. This plaza features a mix of establishments that cater to daily needs and leisure activities. You can enjoy a meal at the local restaurant, update your look at the salon, or pick up some fine spirits at the liquor store. The plaza's relaxed atmosphere makes it an ideal spot for quick stops and leisurely shopping, ensuring every visit is enjoyable and efficient.

Longboat Key living

Living in Longboat Key provides the serene beauty of beachfront vistas with the charm of sophisticated shopping and dining. It's an island where every day feels like a vacation, and every shopping trip is a delightful adventure. If you're considering making this idyllic island your home, partnering with Nicholle Dipinto McKiernan at The Dipinto Group can transform that dream into reality. With her enthusiastic and positive attitude, Nicholle ensures that each client feels their needs and aspirations are the top priority. Nicolle specializes in new construction, waterfront properties, and condominium developments. Her approach is all about ensuring your satisfaction, which is the only statistic that matters. Settle into Longboat Key, where life is as beautiful as the views.


One would be hard-pressed to find a real estate agent more attuned to the opulent offerings of Longboat Key, Lido Key, and St. Armands than Nicholle. Her enthusiasm and positive attitude towards finding the perfect home in these idyllic locations are palpable and infectious. People trust Nicholle with their single largest asset when exploring the vibrant real estate landscape of Longboat Key, Lido Key, and St. Armands. It is a responsibility she shoulders with utmost seriousness. She understands that her success is a direct reflection of her clients' success in securing their dream abode in these picturesque locales. Nicholle's dedication is evident as she navigates the real estate market of Longboat Key, Lido Key, and St. Armands, ensuring a seamless and rewarding property acquisition experience for her clients.