Vacation Guide to Southwest Florida

Best shopping in Southwest Florida

Here is your 2022 Guide to the best shopping in Southwest Florida. Whether you’re looking for upscale boutiques, kitschy flea markets, or outlet malls, Southwest Florida won’t disappoint. We’ve put together this handy guide and map to help you find the best Southwest Florida shopping to suit both your style and wallet. 

Bell Tower Shops 

Bell Tower Shops in Fort Myers is some of the best shopping in Southwest Florida. This newly remodeled outdoor mall is perfect for exploring large chain stores as well as local boutique shops. Saks Fifth Avenue, White House Black Market, and Ulta, are a few of the stores here. You can also catch a movie at the 20-screen Regal Cinema complex. 

Chadwick’s Square 

Captiva Island is a prime location for letting go of all your troubles. This peaceful island offers long sandy beaches, scenic views, and abundant fishing and wildlife. Treat yourself to some retail therapy in the quaint and unique shops of Captiva Island Chadwick’s Square. 

Easy to find it’s right across the street from South Seas Island Resort. This shopping area offers designer swimwear, beach apparel, antiques, pottery, and so much more. To take your relaxing vacation to the next level, spend some time at the Kay Casperson Spa. Or enrich your artsy side by visiting the 2 Islands Gallery

Coastland Center 

Coastland Center is the place to go if you’re looking for traditional shopping malls in Naples, Florida. With department stores including Dillard’s, Sears, Macy’s, and JC Penny’s. This large indoor center also features shops like the Gap, Old Navy, American Eagle, and more.

Coconut Point Mall 

Coconut Point Mall stands out from other American shopping centers as a palm-studded outdoor mall with beautiful lake views. Home to 140 different retailers and eateries.

Coconut Point boasts a long list of anchor stores including Dillard’s, Best Buy, SuperTarget, and TJ Maxx. Whether you want to shop, or simply people-watch, this is a great place to spend the whole day. 

Edison Mall 

Edison Mall is older than some of the other shopping centers on our list. Which can make for a pleasantly nostalgic experience. While Bell Towers might be a more modern spot for shopping in Fort Myers, Edison Mall has its own charm. Anchored by JC Penney, two Macy’s stores, and Dillard’s, this down-to-earth mall offers a no-frills American shopping mall experience. 

5th Avenue South 

Naples is known for offering a world-class shopping experience, and 5th Avenue South is the hottest shopping spot in town. Most of the businesses here are locally owned and have been in operation for decades. This shopping experience lets you tap into the charm of Old Florida while exploring upscale boutiques and local artisan shops. 

Here is the updated 2022 Guide to 5th Avenue! We go into all the details here.

Fisherman’s Village 

Located in Punta Gorda, there is literally something for everyone at Fisherman’s Village. Live entertainment, dining, shopping, and water adventures await both locals and visitors alike in this charming area right on the Peace River. If you’re searching for a place that has activities that will keep the whole family happy, consider spending the weekend at the Suites at Fisherman’s Village to really dig in and experience what this spot has to offer. 

Fleamaster’s Fleamarket 

Where is the best shopping in Southwest Florida? For bargain hunters, the answer might just be Fleamaster’s Fleamarket. Lovers of all things vintage, kitsch, and quirky will want to plan at least a half of a day. With more than 900 unique stores. It’s huge, packed into this 400,000 square foot space. 

If getting incredible deals on unique items works up your appetite, there are multiple food courts where you can refuel.

Pro tip: make sure you wear comfortable walking shoes so your feet don’t wear out before you’re done.

Gulf Coast Town Center 

Looking for shopping near the Southwest Florida Airport? Gulf Coast Town Center is located about five miles from the international airport in Fort Myers. 

This sprawling outdoor shopping mall is home to 20 anchor stores, more than 30 eateries, and 80 specialty shops. Whatever you are shopping for you’ll likely find what you’re looking for at Gulf Coast. 

As far as dining options go, this shopping center offers everything from casual bars to high-end lounges. If you want to make a day of your Gulf Coast Town Center experience, consider catching a movie, revitalizing yourself at the spa, or hanging out with your kids in the outdoor play area. 

Mercato 

If you’re looking for the best upscale shopping experience in Southwest Florida, Mercato is definitely a contender! This modern shopping and dining complex is home to over 20 upscale retailers and 12 notable restaurants.  Including some favorites like Nordstrom Rack, Whole Foods Market, and the Silverspot Cinema,

Beyond shopping and eating, the event calendar at Naples Mercato is typically packed full of vibrant events. Most are free and open to the public. After a day of upscale shopping, you can often enjoy some live music with the whole family. 

Miromar Outlets 

If you’re looking for Southwest Florida outlet malls, head over to Miromar Outlets between Fort Myers and Naples in Estero, Florida. Here you can get the best bang for your buck when it comes to brand name and designer ware. With savings of up to 70% off of retail prices, you can easily spend the day here shopping, dining, and simply enjoying the beautiful fountains and palm trees artfully landscaped into the space. 

Naples Outlet Collection 

The open-air Southwest Florida outlet mall is home to outlet shops of designer brands like Ann Taylor, Coach, Bass, Loft, and more. While you can still find great deals at the Naples Outlet Collection, many recent visitors warn that the shopping center currently has a number of vacant storefronts.

Periwinkle Place 

Periwinkle Place is located right in the busiest thoroughfare of Sanibel Island. Awarded as the best shopping destination in Sanibel by the Lee County Visitors & Convention Bureau, you can find 26 shops here including the Original Chico’s. Before you leave the island, consider dining at the award-winning Blue Giraffe Restaurant or treating yourself to a day at the Sanibel Day Spa. 

Promenade at Bonita Bay 

Locals and travelers alike love shopping at this open-air center in Bonita Springs, Florida. You’ll find unique boutiques, fine retail stores, delicious restaurants, and high-end salons at this location. Whether you’re looking for a place to spend an evening out or hoping for some retail therapy during the day, Promenade at Bonita Bay offers a great vibe no matter the time of day. 

Sanibel Outlets 

If you’re looking for outlet malls in Fort Myers, Sanibel Outlets will need to be on the top of your list. With outlet stores from designer and brand name stores like Coach, Nike, and Polo Ralph Lauren, you can outfit your whole family for a fraction of the retail prices. After you’re all shopped out, consider making the two-mile drive to the Bunche Beach Preserve where you can enjoy the sandy beach, mangroves, kayak rentals, and more. 

Third Street South 

Located only two blocks from the 19th Century Naples Pier and Gulf Beaches, Third Street South is an incredible, historic neighborhood that’s known for its eateries, cafes, and chic shops. If your visiting Naples on the weekend, consider starting your Saturday morning at the original Farmer’s Market located behind Tommy Bahamas. If you’re looking for a uniquely Naples experience, Third Street South won’t disappoint. 

Tin City Waterfront Shops 

This specialty shopping district in Naples specializes in local handmade novelties and antiques. At Tin City, you can find everything from clothes and seashells to wine and mood rings. This open-air market has a uniquely Florida feel, recalling the vibe of the state’s famous roadside attractions. 

Village on Venetian Bay 

With a pleasant ambiance for both shopping and dining, Village on Venetian Bay offers a high-end Southwest Florida shopping experience. At this Naples, Florida mall, you can find more than 45 eateries and boutiques situated right on the water. If you aren’t in the mood for

shopping, this spot is also great for hanging out with friends, going for a walk, or grabbing a drink. 

Waterside Shops at Pelican Bay 

The Waterside Shops at Pelican Bay features a collection of upscale shops and offers a lovely shopping experience. Landscape beautifully with gorgeous tropical plants and a waterfall, you don’t have to spend a fortune to enjoy an afternoon at this Naples shopping center.

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