White sand underfoot, gentle Gulf breezes, and an old Florida charm that time forgot—Anna Maria Island had been calling my name for months. I wanted a slower pace, bike rides to the bakery, sunset walks, and the kind of small-town warmth that feels like a hug. What I found was all that and more. If you’re dreaming of a laid-back coastal escape with character, this island might be your next favorite spot. Let me show you my favorite things to do in Anna Maria Island—plus a few tips to make your trip even better.
1. Spend the Day at Bean Point Beach
Tucked away at the northern tip of the island, Bean Point Beach felt like my own secret paradise. It’s less crowded than the main beaches and perfect for quiet walks, dolphin sightings, and sunset picnics. Just remember there’s no parking lot—so arrive early and bike or walk in.
2. Stroll Historic Pine Avenue
Pine Avenue might just be the island’s sweetest street. With pastel shops, local art galleries, and ice cream that hits the spot on a hot day, it’s ideal for a slow afternoon. I picked up a handmade seashell bracelet and chatted with a local artist painting beach scenes by hand.
3. Watch the Sunset at Manatee Public Beach
Some sunsets are meant to be shared—and Manatee Beach is where I joined locals and travelers alike to watch the sky explode into gold and lavender. With public restrooms, a café, and plenty of parking, it’s a good spot if you want convenience with your view.
4. Kayak Through the Mangroves at Bimini Bay
If you’re like me and crave a bit of nature, rent a kayak and paddle through the mangrove tunnels in Bimini Bay. It’s quiet, beautiful, and you might spot manatees gliding through the water if you’re lucky.
5. Try the Grouper Sandwich at The Sandbar
Yes, the view is lovely—white sands and rolling waves right from your table—but it’s the grouper sandwich that made me return to The Sandbar twice. Add in a cold drink and some live music in the evenings, and it’s vacation magic.
6. Explore Coquina Beach Market
Held on select days, Coquina Beach Market offers handmade crafts, beachwear, and snacks under a canopy of Australian pines. I picked up some local honey and a cute sarong I now wear all the time. Bonus: it’s right by the beach, so you can shop then swim.
7. Bike the Island Loop
Anna Maria Island is only seven miles long, which makes biking a fun way to see it all. Rentals are easy to find, and I followed the coastal roads through Bradenton Beach, Holmes Beach, and all the way up to Anna Maria City.
8. Take a Sunset Cruise
There’s something magical about drifting on the water as the sun dips behind the Gulf. I took a sunset dolphin cruise that started near Bradenton Beach Marina—and yes, we spotted dolphins! It’s a relaxing way to end a day.
9. Grab Ice Cream at Two Scoops
After dinner, I made it a ritual to stop by Two Scoops for a nightly treat. From key lime pie to toasted coconut, their flavors are rich, creamy, and always hit the spot. There’s often a line, but it moves fast—and it’s worth the wait.
10. Visit Anna Maria Island Historical Museum
To understand this island’s soul, step into its past at the Historical Museum. It’s small and charming, with exhibits on early island life, the old jail, and local maritime history. Great for a quick stop when you need a break from the sun.
Best Neighborhoods to Explore
Anna Maria City
The northern tip is quaint, quiet, and ideal for beach lovers and couples. Think: cozy cottages, bike-friendly streets, and early morning walks to the donut shop.
Holmes Beach
Centrally located, Holmes Beach has a balance of beach access, restaurants, and local shops. I stayed here and loved how easy it was to get around.
Bradenton Beach
Closer to the southern end, this area is a bit livelier. You’ll find a wider selection of eateries and bars, perfect for those who enjoy a bit more energy.
Top Travel Tips for Anna Maria Island
- Pack reef-safe sunscreen: The waters here are beautiful, and protecting marine life is part of the island vibe.
- No high-rises here: Embrace the laid-back feel—most accommodations are small inns or rentals.
- Use the free trolley: It runs the length of the island and makes getting around easy if you’re not biking.
- Respect turtle season: If you’re visiting between May and October, keep beaches dark at night for nesting sea turtles.
- Book early in peak season: Winter and spring are popular times, so plan your stay well in advance.
FAQs
When is the best time to visit Anna Maria Island?
Spring (March to May) offers warm weather, fewer crowds, and stunning sunsets. Winter is also popular for snowbirds.
Can you swim at Anna Maria Island beaches?
Yes! The beaches are swimmable with calm, clear waters—perfect for families and leisurely floats.
Is Anna Maria Island walkable?
Absolutely. Especially in the north near Pine Avenue and around Holmes Beach, you can walk or bike easily between shops, beaches, and cafes.
Are there any nightlife options?
It’s a quiet island, but you’ll find live music at beach bars like The Ugly Grouper and The Kokonut Hut.
Do I need a car to get around?
Not necessarily. You can walk, rent bikes, or use the free trolley. If you plan to explore the mainland or make grocery runs, a car helps.
Final Thoughts
If you’re craving simplicity, beauty, and a return to slow, soulful travel, Anna Maria Island is your place. From the calm waves of Bean Point to the casual charm of Pine Avenue, it felt like a breath of fresh air—both literally and spiritually. I left with sandy feet, a sun-kissed nose, and a plan to come back soon.