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Romantic Things to Do for Couples on Anna Maria Island

Anna Maria is delicate and quiet, far different from the larger and often louder Florida vacation destinations scatted over the state. Anna Maria Island is an ideal romantic getaway, one quietly tucked away on the fringes of Florida and filled with quiet beaches and wonderful restaurants.

Capture that island magic. Build on a budding romance. There’s little doubt that the island is perfect for romantics. What are some of the top romantic things to do on Anna Maria Island?

Ride a Tandem Bike

A tandem bike may not be as immediately romantic as a glass of wine by the beach or a moonlight serenade, but it is an insane amount of fun. It is also a different kind of romance, as you pedal through the small side streets of Anna Maria Island, scanning for the sights and admiring the island lifestyle.

You can find tandem bike rentals (and other equipment rentals) at places like Beach Bums and AMI Beach Fun Rentals. Both offer fair rates by the hour, week, or day, a variety of gear to traverse the island. You can go it together or get each of you on your own bike. 

Sunset Cruise

Go on a sunset cruise! It’s one of the best things to do for couples. When you get right down to it, is there anything more quintessentially romantic? Book a charter boat cruise along the Gulf of Mexico with your sweetheart, and soak in the sights and sounds of Florida’s island life. Enough said.


Deluxe King Gulf View room at the Anna Maria Beach Resort, newly renovated and open as of Feb. 1, 2019!

Sit on the Balcony of Your Gulf View Rental

We make sure you have a mesmerizing place to call home, for however long. Our Anna Maria Island cottages give you the backdrop you need to have an ideal romantic escape. We offer cozy one-bedroom rentals, offering all the space you need for two. With beach décor and quick access to the beach, it’s just the time to book a getaway.

Share Dessert at a Fine Restaurant

Beach Bistro is the quintessential romantic restaurant. It is defined by a single image- a glowing red rose, sitting on the table, with the glint of the sunset in the background.

Indulge in a glass of wine or a cocktail, such as the Bombay Sapphire martini with Maytag blue cheese olives. Complement either with a dessert for two. Beach Bistro is an upscale eatery, with a jaw-dropping wine menu, high-end seafood, and views that will draw both of you closer. Fortunately, you have more than one option. There are quite a few romantic restaurants by the water to choose from.

Picnic at Leffis Key

Leffis Key is an absolutely dazzling natural place to soak in the ambiance of the island. The small park is covered in sand dunes and marshes. There’s a modest hiking path through the park, with some small benches along the way. By many of the benches are overlooks, with bold views of the bay.

You can picnic at the front entrance or anywhere along the path where you find a nice nook. You can keep your eyes out for the rare yellow crowned night heron. Don’t forget to scan the water for dolphin sightings! It’s a quiet and subdued park, with very little foot traffic, making it an ideal romantic destination.

Don’t miss out on our romantic Anna Maria Island vacation rentals. Realize your dreams of an Old Florida vacation destination. You can take a bike ride through the small island pathways or lounge out extravagantly under the gulf side moon. You get to decide what kind of romantic adventure you want.


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