Despite being a small island, Anna Maria Island offers three distinct downtown areas, each with its own unique charm and appeal. Whether you're seeking a historic Old Florida atmosphere, beachy shopping spots, or waterfront dining with adventure, there’s a part of the island that’s perfect for you.
Photo Credit: Arianna Bennett
Each area provides its own version of the perfect island getaway, giving you a variety of experiences in one destination. Whether you're walking along the historic streets or enjoying sunset views by the water, you’ll discover why Anna Maria Island downtown is so special.
This is your guide to the downtown areas of Anna Maria, Holmes Beach, and Bradenton Beach.
- Anna Maria Downtown
- North end of the island
- Best For: Old Florida charm, history, and quaint shops.
Located on the north end of the island, Anna Maria’s downtown area boasts an Old Florida charm that feels untouched by time. Its quaint shops, small cafes, and historic landmarks make it a relatively peaceful area if you’re looking to enjoy a relaxed atmosphere. It’s a great option if you want to meander around on foot or bike.
The downtown area in the City of Anna Maria is centered around Pine Avenue, a charming, tree-lined street that leads to the bay. This area is known for its charming, Old Florida atmosphere, featuring small boutique shops, historic landmarks, and casual cafes, all within walking distance of the Anna Maria City Pier.
Things to Do in Anna Maria Downtown
Photo Credit: Ken Schulze
Strolling down Pine Ave is a must, as you’ll encounter unique local shops, charming art galleries, and historic landmarks. History enthusiasts will love visiting the Anna Maria Island Historical Museum, where they can learn about the island’s past. If you’re looking to relax, a visit to the Anna Maria City Pier provides stunning views of Tampa Bay, perfect for a leisurely walk or some light fishing.
- Walk along Pine Avenue for quaint shopping and historic sites.
- Visit the Anna Maria City Pier for fishing or a relaxing walk.
- Explore local history at the Anna Maria Island Historical Museum.
- Rent a bike or golf cart to explore the quiet streets.
- Relax at Bayfront Park with views of Tampa Bay.
- Explore the Roser Memorial Community Church, a historic landmark.
- Stop by Cool Beans AMI for your daily java fix.
Where to Eat in Anna Maria Downtown
Photo Credit: Chris Thompson
There’s no shortage of casual and fine dining in Downtown Anna Maria.
- The Waterfront Restaurant: Upscale dining with a mix of local seafood and fresh ingredients right on the water.
- Ginny's and Jane E's Cafe: A quirky, family-friendly spot known for its casual breakfasts, coffee, and homemade pastries in an eclectic, vintage setting.
Holmes Beach Downtown
Photo Credit: Pelow Media
- Central area of the island
- Best For: Shopping, art galleries, and casual beach vibes.
Holmes Beach is the central area of Anna Maria Island and provides a laid-back yet lively downtown area. Known on the island for its variety of shops and galleries, Holmes Beach combines beach vibes with local culture. It’s a great place to pick up souvenirs, check out the local art scene, and enjoy some relaxed beachside living.
Holmes Beach's downtown is located around Marina Drive and Gulf Drive, where you’ll find a mix of shopping plazas, art galleries, and casual restaurants. It’s unquestionably the island’s most commercial area, with plenty of convenient amenities such as grocery stores, local markets, and everything from beach supplies to dining.
Things to Do in Holmes Beach Downtown
Photo Credit: Jim Mullhaupt via Flickr CC2.0
Holmes Beach has plenty of things to do. You can check out Island Gallery West, a local art gallery showcasing works from talented island artists. For beach lovers, Manatee Public Beach is the prime spot for catching some rays, joining a game of beach volleyball, or simply enjoying the calm Gulf waters. Plus, the Holmes Beach Shopping District offers a range of boutiques and beach shops where you can pick up souvenirs, beachwear, and more.
- Explore local art galleries like Island Gallery West.
- Shop at The Island Shopping Center and local boutiques.
- Savor a yummy craft cocktail at The Doctor’s Office.
- Visit Manatee Public Beach for sunbathing and beach volleyball.
- Rent bikes or scooters to explore the island.
Where to Eat in Holmes Beach Downtown
Photo Credit: Leo Poon
Holmes Beach doesn’t have as many option as Downtown Anna Maria, but does have a few gems.
- The Feast Restaurant: A casual spot known for its fresh seafood, steaks, and gourmet pizzas, perfect for a laid-back evening.
- Beach Bistro: Enjoy an upscale meal with your toes in the sand at our top restaurant in Holmes Beach to celebrate a special occasion.
Bradenton Beach Downtown
Photo Credit: Pelow Media
- Southern end of the island
- Best For: Beachside dining, shopping, and watersports.
Bradenton Beach, located at the southern end of the island, is the liveliest of the three downtowns. With its waterfront dining, nightlife, plenty of shopping options, and watersports galore, it’s a great spot if you’re looking for some excitement. This area is also home to the historic Bridge Street, a bustling hub of activity with a mix of shops, bars, and attractions.
The downtown area of Bradenton Beach is centered around Bridge Street, a historic and lively road that runs parallel to the beach. This area is known for its mix of casual dining spots, boutique shops, and access to the iconic Bridge Street Pier, a fun and walkable spot right along the Gulf.
Things to Do in Bradenton Beach Downtown
Photo Credit: Hei.O
One of the top things to do in Bradenton Beach is the Bridge Street Pier, where you can enjoy picture-perfect views of the water, fish off the pier, or grab a bite to eat at one of the nearby restaurants. If you enjoy shopping, Bridge Street has a variety of interesting stores and boutiques, perfect for finding souvenirs or beachwear. And if you're a beach lover, Coquina Beach is just a short walk away, popular for its soft white sand and gentle waves.
- Stroll along Bridge Street Pier.
- Visit the Historic Bridge Street for shopping and local markets.
- Enjoy watersports like kayaking, paddleboarding, and parasailing.
- Take a sunset cruise or a dolphin-watching tour.
- Explore Coquina Beach Market.
- Check out live music at Bridge Tender Inn.
Where to Eat in Bradenton Beach Downtown
Photo Credit: Amy Farías Sanabria
Bradenton has several great choices for dining. These are two of our favorites.
- The Beach House Restaurant: A top beachfront dining spot offering fresh seafood and American dishes, perfect for sunset views.
- Bridge Tender Inn: A casual waterfront restaurant with live music, local seafood, and a laid-back atmosphere. It’s dog-friendly, so bring Fido along!
Exploring the Three Different Downtowns of AMI
Each downtown on Anna Maria Island has its own unique flavor, offering visitors the chance to explore different aspects of island life.
In Anna Maria, you’ll find a tranquil atmosphere with historic sites and cozy boutiques. Holmes Beach serves as a central hub for gift shops and boutique shopping, art, and beachside relaxation. Meanwhile, the lively energy of Bradenton Beach draws visitors with its waterfront dining, shopping, and watersports activities.
No matter which downtown you explore, each one offers a distinct experience that highlights the beauty and charm of the island.
Ready to explore these downtowns yourself? Book your vacation rental with Anna Maria Island Condo Rentals and experience the perfect combination of relaxation, adventure, and island life!
