Posted on 4/30/2024

A Short Road Trip from Anna Maria to Longboat Key

Situated in Manatee County on the Gulf Coast of Florida, Anna Maria Island and Longboat Key are two of the state's popular barrier islands. Right next door to each other, the islands are separated by a short drive, but their close proximity means ample opportunity to explore both! In under 50 minutes you can get from the far end of one island to the far end of the other.

Staying at an Anna Maria Island vacation home? Why not turn your island tour into a mini road trip? We've crafted this itinerary that takes you from the northernmost point of Anna Maria Island, Bean Point, and travels the length of both islands, ending at the southern end of Longboat Key, where a yummy meal awaits.

Turn this 48 minute drive into a day-long adventure to reveal the distinct charm of each island. From white sand beaches to serene nature preserves, experience a little bit of everything.


Starting Point: Bean Point

Photo Credit: UA-Visions

Given its location at the northern tip of Anna Maria Island, Bean Point makes a natural starting point for our mini road trip from Anna Maria Island to Longboat Key. This is among the most secluded beaches on the island, making it a great spot to visit for those who appreciate a little peace and quiet and don't need access to many amenities.

Often referred to as one of AMI's hidden gems, Bean Point offers up stunning views of the Gulf of Mexico and Tampa Bay. It's the perfect place to enjoy a morning dip in the sea or a leisurely stroll to do a bit of beachcombing.

Driving time to Manatee Public Beach: 11 minutes (3.6 miles)


Stop 1: Manatee Public Beach

Photo Credit: Jannielos

Ready for breakfast? Head to  Manatee Beach, where you will find  Anna Maria Island Beach Cafe and embark on an AMI rite of passage: their famous all-you-can-eat pancakes. The menu here is quite extensive, so even if pancakes aren't your thing, you'll be sure to find something to suit your tastes. Enjoy breakfast with your toes in the sand, one of the unique perks of eating at Anna Maria Island Beach Cafe.

After a relaxing meal, join in on a game of beach volleyball or set up a spot on the beach to enjoy the sun for a while before continuing on to our next stop. There are also plenty of facilities nearby to rent equipment for kayaking or paddleboarding!

Driving time to Bridge Street Pier: 12 minutes (2.9 miles)


Stop 2: Bridge Street Pier

Photo Credit: C J

The Bridge Street Pier and surrounding area is a charming historic district that perfectly blends the Old Florida vibes that AMI is famous for with modern boutiques, restaurants, art galleries, and more - all set against the backdrop of stunning waterfront views.

Spend a bit of time exploring the unique shops such as Bridge Street Bazaar or Sea-renity Beach Spa and Eco Boutique for locally made wellness products. If art galleries are more your style, check out the local showcase at Island Gallery West.

Depending on which day of the week you opt to do this mini road trip from Anna Maria Island to Longboat Key, you can take advantage of the weekly market that takes place each Sunday. The  Bridge Street Market is one of the best  farmers' markets on AMI and is full of handcrafted items, art, jewelry, fresh produce and seafood, and plenty more. Pick up your weekly groceries to take back to your vacation rental and take advantage of the fully equipped kitchens.

Driving time to Leffis Key Preserve: 6 minutes (1.5 miles)


Stop 3: Leffis Key Preserve

Photo Credit: Billy McDonald

After the lively atmosphere at Bridge Street, the quiet and serenity of  Leffis Key Preserve will be a welcome reprieve. As you explore this lush natural park, you'll get the chance to discover verdant landscapes, native flora and fauna, mangrove tunnels, salt marshes, and sweeping views of Sarasota Bay.

Nestled on the southern end of Bradenton Beach, just before the bridge to Longboat Key, Leffis Key Preserve is a must-stop en route to Longboat Key. Take your time exploring the trails, and keep your eyes peeled for the diverse wildlife that calls this area home!

Driving time to Whitney Beach: 3 minutes (1.7 miles)


Stop 4: Whitney Beach

Photo Credit: Diana Robinson via Flickr CC2.0

Welcome to Longboat Key! Our first stop will be the peaceful shores of Whitney Beach. Situated at the northern end of the island, Whitney Beach is a relatively quiet beach, perfect for an afternoon of relaxing with friends and family or settling in with a good book.

Whitney Beach is a great spot for those who appreciate a natural beach experience without many amenities or beach rentals. Be sure you pack the car with whatever you may need!

Driving time to Dry Dock Waterfront Grill: 15 minutes (8.7 miles)


Final Destination: Dry Dock Waterfront Grill

Photo Credit: T A

By now, you've surely worked up an appetite since the morning's pancake feast! Our final destination brings us to the southern end of the island, at one of the best  restaurants in Longboat Key - Dry Dock Waterfront Grill.

The Lobster Bites with Pina Colada sauce are to die for! Or, if you're in the mood for something more 'Florida', try the locally caught Grouper.

The views don't disappoint, either! In fact, Dry Dock Waterfront Grill was among the top 100 most scenic restaurants in the USA (via Open Table awards).

The total time spent driving is 48 minutes (18.3 miles).


Where to Stay

While this is hardly a long drive, making a day trip out of some of Anna Maria Island and Longboat Key's top spots is a fun way to experience some of the area's top locations. Take your time and enjoy the unique stops along the way. Make the most of this scenic Gulf of Mexico drive as you explore different beaches, natural areas, and some of the area's finest restaurants.

Whether you've already booked a  vacation rental on Longboat Key or on  Anna Maria Island or are still in the planning stages of your trip, get in touch with us at Anna Maria Island Beach Rentals today to discuss your needs!

Top 14 Things to Do in Bradenton Beach, FL Anna Maria Island vs. Siesta Key: Where to Vacation