Whether you’re staying close to the beach or just a short walk from Gulf waters, the local shopping options here help make your stay both practical and delightful. From surf shops with resident parrots to charming boutiques, here’s a refined list of favorite spots — walkable, trolley-friendly, or a quick drive away.
Shopping Highlights (Walking or Trolley Distance)
1. Island Shopping Center – 5400 Marina Drive, Holmes Beach
A relaxed mix of surf stores, beachwear boutiques, gift shops, and cafés — ideal for a leisurely browse after a swim.
2. Sun & Surf Beach Shop – 5418 Marina Drive, Holmes Beach
A fun tropical experience where you might be greeted by colorful parrots outside. Inside, you’ll find T-shirts, swimsuits, cover-ups, seasonal décor, and even small furniture or beach knickknacks.
3. Saltair Boutique – 5308 Marina Drive, Holmes Beach
Coastal décor, candles, and stylish home accents — perfect for gift shopping or picking up something special to remember your trip.
4. Irene’s Resort Wear – 5308 Marina Drive, Holmes Beach
Light, breezy resort fashion — dresses, linen shirts, and accessories — ideal for a dinner evening or casual afternoon outing.
5. Sand Dollar Gift Shop – 5302 Marina Drive, Holmes Beach
A boutique with a refined touch offering jewelry, candles, soaps, home décor, and coastal keepsakes.
6. Island Bazaar – 3300 East Bay Drive, Holmes Beach & 2510 Gulf Drive North, Bradenton Beach
Two convenient shops full of beachwear, hats, towels, toys, and souvenirs — fun for families and last-minute beach gear.
7. Bridge Street Shops – 100 Bridge Street, Bradenton Beach
A lively stretch of boutiques and art galleries, including Bridge Street Interiors, which carries jewelry, apparel, and tropical décor.
8. Green Turtle Shell & Gift Shop – 701 Gulf Drive North, Bradenton Beach
Shells, jewelry, beachy décor, T-shirts, and souvenirs — a local favorite and classic stop for keepsakes.
9. West Coast Surf Shop – 3902 Gulf Drive North, Holmes Beach
One of the oldest surf shops on the west coast of Florida. Great for swimsuits, surfboards, sandals, and water-sport gear.
10. Alvin’s Island – 3658 East Bay Drive, Holmes Beach
More than just a souvenir store — you’ll find surf gear, beach accessories, logo tees, hats, and vacation essentials at friendly prices.
A Short Ride Away (By Car or Trolley)
11. St. Armands Circle – 300 Madison Drive, Sarasota / Lido Key
Elegant outdoor shopping surrounded by lush landscaping, with more than 130 boutiques, restaurants, and galleries. Perfect for a stylish afternoon trip.
12. Bay Street Village – 3800 S. Tamiami Trail, Osprey
A modern open-air center featuring national retailers, cafés, and restaurants — relaxed and easy to explore.
13. Ellenton Premium Outlets – 5461 Factory Shops Blvd., Ellenton
A shopper’s paradise with over 100 designer and name-brand stores offering discounts on fashion, accessories, and more — ideal for a full shopping day or a rainy afternoon.
14. Cortez Village Shops – Cortez Road West, Cortez (just past the bridge)
A cluster of local stores, seafood markets, and art galleries — perfect for a quick off-island stop before heading back to the beach.
Groceries & Fresh Produce
Publix – 3900 East Bay Drive, Holmes Beach
Full-service grocery with fresh produce, bakery, deli, and prepared foods — the island’s main supermarket and your one-stop for essentials.
Publix – Shoppes of Bay Isles, 525 Bay Isles Parkway, Longboat Key
Spacious store with organic produce, wine, bakery, and prepared foods — convenient for guests staying on Longboat Key.
Fresh Fish Market – 5604 Marina Drive, Holmes Beach
Locally sourced seafood and daily catches straight from the Gulf — ideal for cooking a true island dinner.
Walgreens – 3200 East Bay Drive, Holmes Beach
Perfect for snacks, sunscreen, drinks, and other quick needs.
CVS Pharmacy – 611 Manatee Avenue West, Holmes Beach
Another convenient stop for personal care, snacks, and basic groceries.
Local Farm Stands & Markets – Holmes Beach & Anna Maria City
Look for small produce stands or weekend markets offering seasonal fruit, honey, and local specialties along Marina Drive or Pine Avenue.
Quick Tips for Visitors
- Many of these shops and cafés are within easy walking or biking distance.
- Bridge Street is especially charming around sunset — a perfect place to combine shopping and dinner.
- The free Anna Maria Island Trolley connects Holmes Beach, Bradenton Beach, and the City of Anna Maria.
- Some boutiques have seasonal hours, so check before heading out.
- For convenience, Publix and Instacart both deliver groceries directly to island rentals.
Wrap-Up
Shopping on Anna Maria and Longboat Key offers the best of both worlds — charming island boutiques and gift shops mixed with modern centers and outlets just a short drive away. Whether you’re after a new swimsuit, coastal décor, or fresh seafood for dinner, you’ll find every stop reflects the laid-back, welcoming spirit of Florida’s Gulf Coast.