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Anna Maria Island Adventure Awaits

Your 4-Day Vacation Itinerary at Compass Hotel Anna Maria Sound

If you’re looking for the perfect Anna Maria Island vacation to kick back and relax, Compass Hotel has you covered. Located at the gateway to our charming beach town, all the best of the island lies just beyond our doorstep. Plus, with our Ultimate Relaxation Bundle Offer we make it even easier to sip, sail & save your way to Compass Hotel. From the moment you check-in, you’ll be greeted with a welcome beverage and Compass swag bag to tote along on all your adventures. We’ll handle the cooking, too! With this Anna Maria Island vacation package you can enjoy a daily $50 dining credit at Compass Bar & Chill—and a $25 credit for Provisions. We’ll also be contributing a $10 donation to a local charity on your behalf!

Step into our easy breezy Margaritaville locale with this four-day vacation itinerary at Compass Hotel, your perfect home base to explore the Florida Gulf.

A Living Room Filled With Furniture And A Large Window

Day 1: Arrival & Check-In

Leave your worries at the door from the moment of your arrival. Check-in and swipe a complimentary snack and refreshing beverage from our Welcome Cabana before unpacking in your cozy room or suite. Sneak in a quick dip in the pool and unwind with light bites and cocktails at Compass Bar & Chill while you map out your weekend itinerary.

A sunset over a beach on Anna Maria Island

Day 2: Island Adventures

If there’s one thing we’re never short of when it comes to Anna Maria Island vacations, it’s adventure! Fuel your day with Sunrise at Compass, our complimentary breakfast buffet, before heading out to explore. Pack your beach bag and take advantage of the white sandy shores that make this island so popular. Avoid the headache of parking and hop aboard the free Anna Maria Island Trolley to Anna Maria Bayfront—perfect for sunning, swimming or sandcastle construction and surrounded by the best restaurants on Anna Maria Island. 

After lunch, cool off at one of the many Manatee County museums, theaters and shops. Be sure to swing by the Manatee Performing Arts Center, because you never know if Broadway is in town! Sailing with the whole crew? We make it easy to find fun at Compass Hotel with this list of Anna Maria Island family activities.

A Train Traveling Down Train Tracks Next To A Body Of Water

Day 3: On-the-Water & In Nature

What better way to start your third day in paradise than surrounded by the flora and fauna of Florida? Lucky for us, we’re close to all the action and natural beauty in the area. Head across the street to Neal Preserve, flaunting more than 120 acres of coastal habitat, shelling, hiking and so much more. If flowers are more your style, just a ten-minute ride from the hotel is Palma Sol Botanical Gardens. Free to all and full of butterflies and beauty abound.

After your peaceful trek through the trees, you’ll likely be ready for some action! No vacation to Anna Maria Island is complete without a thrilling water adventure. From kayaking and paddleboarding to self-guided or professionally led tours and excursions, there’s no shortage of ways to get on the water. Afterwards, enjoy seafood, steaks and cool concoctions at Floridays Woodfire Grill & Bar, our casual waterfront eatery. Wrap up your final day on our island oasis with a sunset cruise with Anna Maria Boat Company.

A person posing in front of Compass Hotel Anna Maria Sound

Day 4: Your Final Day on the Island

On your final morning at Compass Hotel, squeeze in a sunrise stroll on the sound and bid farewell to our quaint Florida town before a departing breakfast at Sunrise. Leaving Compass Hotel may mark the end of this journey, but the next time you chart a course to Bradenton, Anna Maria Island, Sarasota, Tampa or St. Pete Beach, the memories of your island adventures will help you follow your compass right back to us.

Start Planning Your Getaway Now!

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