A Visitor’s Guide To The City of Anna Maria

Visit Anna Maria Island, a popular vacation destination on Florida’s Gulf Coast with a serene atmosphere, breathtaking beaches, and a variety of delightful experiences.

Whether you plan on booking an Anna Maria Island rental for a weekend getaway or an extended stay, this guide will introduce you to the best dining spots, shopping destinations, and must-see attractions in Anna Maria City.

Let’s dive into what makes the city of Anna Maria a top destination for travelers seeking a peaceful retreat.

About The City of Anna Maria

The city of Anna Maria lies on the northern tip of Anna Maria Island and is widely known for its old Florida charm. The city is known for its quaint streets with historic cottages, stunning white-sand beaches, and an unhurried pace of life. While tourism has surged in recent years, it still maintains its cozy, small-town feel, making it an idyllic location for an Anna Maria Island vacation rental. Visitors can soak in the natural beauty, explore local landmarks, and engage in recreational activities.

Dining in Anna Maria City

Eating out in Anna Maria City is a delightful experience, offering a blend of laid-back beachside eateries and gourmet restaurants. Here are some of the best Anna Maria Island restaurants you shouldn’t miss:

Donny and Jane E’s

Located in an eclectic old house, Donny and Jane E’s is known for its unique interiors filled with quirky art and vintage decor. It offers a delicious menu ranging from homemade pastries to sandwiches. A favorite among locals and tourists, it’s a great spot for breakfast or a light snack as you wander through the city. We recommend trying their Quinoa & Black Bean Burger for a lighter but still filling lunch!

Vinny & Cheryl’s Italian Kitchen

Vinny & Cheryl’s Italian Kitchen is the place to be for those craving a taste of Italy on Anna Maria Island. This charming eatery offers a menu filled with authentic Italian dishes, including handmade pasta, wood-fired pizzas, and succulent seafood. Each dish is prepared with love and attention to detail, making it one of the most sought-after restaurants on Anna Maria Island. Try their Pan-Seared Sea Scallops made with linguini, fresh tomatoes, basil, garlic, capers, red onion, and white wine butter sauce.

Island Ocean Star

Right by the harbor, Island Ocean Star offers an exquisite dining experience with a focus on Japanese cuisine. Known for its fresh sushi and beautifully crafted sashimi, Island Ocean Star builds a bridge between traditional Japanese flavors and local seafood. The restaurant’s tranquil setting allows diners to enjoy their meals while taking in wonderful water views, making it an excellent choice for a memorable dining experience. Try their Lobster Roll thats made with Steamed lobster, crab, roe, avocado, asparagus & spicy mayo. 

A cup of shrimp and parsley
Photo from Shutterstock

Rod & Reel Pier

A historical landmark in itself, the Rod & Reel Pier offers a whimsical dining experience over the water. This spot has been serving fresh seafood for decades and is a must-visit for anyone looking to experience traditional Floridian cuisine. With dishes like grilled grouper sandwiches and crab cakes, paired with panoramic views of the Gulf, it captures the essence of what dining in Anna Maria Island is all about. We recommend trying their Mexican Grouper, which is made blackened and served over rice with grilled onions, peppers, tomatoes, mushrooms, and salsa. 

Sandbar

For an authentic beachfront dining experience, head to Sandbar, where you can enjoy delicious seafood and tropical cocktails with your toes in the sand. Known for its farm-to-table approach, the restaurant serves a variety of fresh, sustainable dishes that are as satisfying as the stunning sunsets you can watch from your table. It’s the perfect spot for a romantic dinner or a celebratory meal with family and friends. Try their Chicken Pesto Flatbread, made with pesto, chicken, spinach, mushrooms, and mozzarella!

Plan Your Visit

Ready to book your next unforgettable beach getaway? Browse our full inventory of Anna Maria Island vacation rentals, and start planning your your trip today!

Shopping

One of the true joys of vacationing is the opportunity to indulge in some retail therapy, and Anna Maria Island does not disappoint. The island is lined with unique boutiques and stores where you can find everything from fashion and accessories to local art and souvenirs. Let’s find out where the best Anna Maria Island shops are located.

AMI Outfitters

For those who love the outdoors, AMI Outfitters is a must-visit. Specializing in fishing, paddleboarding, and kayaking gear, this store is tailored to adventure seekers. In addition to equipment, you’ll also find a selection of high-quality outdoor apparel and accessories. Whether you’re an avid fisherman or a novice looking to try something new, AMI Outfitters will have you ready to embrace the island’s natural beauty with confidence.

Pink & Navy Boutique

If you’re searching for chic and stylish clothing options, stop by Pink & Navy Boutique. This trendy shop offers a curated selection of women’s apparel, accessories, and home goods. You’ll find everything from casual summer dresses to elegant evening wear. The boutique also features a range of unique jewelry and artisan-made items, making it an ideal spot to pick up a special keepsake or gift.

Attractions

Apart from its inviting beaches and luxury Anna Maria Island vacation rentals, the island is home to several attractions that are sure to create lasting memories. 

Rod & Reel Pier

A visit to Anna Maria Island wouldn’t be complete without stopping by the iconic Rod & Reel Pier. This historic landmark dates back to 1947 and is a favorite among locals. The pier extends out over the Gulf of Mexico, offering breathtaking views and excellent fishing opportunities. Whether you’re taking a stroll, casting a line, or savoring the catch of the day at the on-site restaurant, the Rod & Reel Pier provides a diverse Anna Maria Island experience. Rod & Reel Pier is hands down one of the most fun Anna Maria Island attractions. 

Book Your Anna Maria Island Rentals with Florida Dreams

When it comes to booking your stay, Florida Dreams offers an extensive array of Anna Maria Island rentals that can accommodate various needs and preferences. The ease of booking, coupled with exceptional customer service, ensures that your vacation planning is smooth and stress-free. You can browse through an extensive portfolio of rental properties, ranging from luxurious beachfront homes to pet-friendly homes and modern condos. Special consideration is given to properties that provide easy access to the island’s top attractions and the best Anna Maria Island shopping spots, ensuring you make the most out of your stay. Anna Maria Island is brimming with a variety of rental options that can cater to different tastes and budgets. Many rentals are equipped with amenities like pools, fully-equipped kitchens, and stunning Gulf views, providing you the comfort and convenience to enjoy your stay to the fullest.