I wasn’t planning to slow down, but Anna Maria Island had other ideas. This laid-back Florida gem has a way of slowing time down in the best way. I spent a few days here soaking up the sunshine, where bikes outnumber cars and beach days effortlessly blend into golden-hour strolls.
From dolphins playing off the pier to quiet mornings at Bean Point, everything here invites you to breathe a little deeper and move a little slower. Whether you’re visiting for the sunshine, the seafood, or just a much-needed reset, here’s everything I loved, and everything you shouldn’t miss.
Where to Stay on Anna Maria Island
Whether you’re after beachfront luxury or a cozy cottage with island charm, Anna Maria has something for every kind of traveler.
- Anna Maria Beach Resort – Sleek and modern, with direct beach access and a quiet vibe $$$
- Bungalow Beach Resort – Charming Old Florida style with pastel bungalows by the sea $$
- The Mainsail Beach Inn – Ideal for families or longer stays; full kitchens and amazing views $$$
- Sunrise Garden Resort – Budget-friendly, lush landscaping, and walkable to Pine Avenue $
Tip: Book early during high season (March–May). Places fill up fast.
What I’d Do Differently Next Time
After spending a few days on the island, I already have a mental checklist for my return trip:
- Go kayaking earlier in the morning – The water is calmer and there’s more wildlife activity
- Take a sunset sailing tour – I missed this and everyone I met said it was magical
- Visit mid-week – Weekends can get busier than expected, especially around Bridge Street
- Bring cash – Some local markets and food stalls didn’t accept cards
Seasonal Events on the Island
Depending on when you visit, you might catch some of these island traditions:
- Bayfest (October) – A local festival with food vendors, crafts, and live music
- Weekly Farmers’ Markets – Coquina Beach and Bridge Street Sunday markets (Nov–April)
- 4th of July Parade – A festive, family-friendly celebration with floats and fireworks
- Island Players Theater Season – Check the schedule for plays and community performances
Easy Day Trips from Anna Maria Island
While the island has plenty to offer, here are a few nearby gems worth checking out:
- Cortez Fishing Village – A historic working waterfront with fresh seafood and old-Florida charm
- Robinson Preserve – 600+ acres of mangroves, trails, and observation towers great for hiking or biking
- Sarasota Jungle Gardens – Interactive animal encounters and botanical beauty (40 minutes away)
- Downtown Bradenton – Riverwalk, museums, and local breweries
Visit Bean Point Beach
Bean Point Beach is one of the most magical spots on the island and it’s still relatively under the radar. Located at the northern tip of Anna Maria Island, this beach offers wide-open views where the Gulf of Mexico meets Tampa Bay. It’s the kind of place that feels untouched, with soft white sand, sea oats, and almost no development in sight.
It’s quiet, serene, and never crowded. I loved coming here in the early morning with a coffee to watch the soft pink glow rise over the dunes, and again at sunset when the sky exploded with color and the beachgoers clapped as the sun dipped into the horizon. The water here tends to be calm, and I even spotted dolphins on one visit.
There are no facilities or lifeguards, so it feels wonderfully wild but come prepared.
Tip: Bring a towel, not a beach chair it’s a bit of a walk through residential paths and soft sand. The easiest public access points are at the intersection of North Bay Blvd & Gladiolus Street or Fern Street.
Explore the Historic Anna Maria City Pier
The Anna Maria City Pier has been a local icon since 1911, and it’s more than just a place to walk. As I strolled out along its 700-foot length just after sunrise, I saw pelicans lined up on the railings, fishermen casting lines, and rays gliding under the surface.
From the end of the pier, you get incredible views of the Sunshine Skyway Bridge and the distant skyline of St. Petersburg. There’s also a breezy casual café where I grabbed a coffee and sat at the edge of the deck, watching the water sparkle.
Don’t miss the little shop at the entrance it’s a great spot to grab a souvenir or local ice cream.
Tip: The pier is especially photogenic at golden hour and a peaceful place to start or end your day.
Bike Along the Island
Anna Maria Island is wonderfully flat, quiet, and ideal for biking. I rented a beach cruiser and spent hours exploring everything from the cottage-lined streets of Anna Maria in the north to the busier bustle of Bradenton Beach to the south.
There are designated bike paths along major roads like Gulf Drive, and you’ll often share space with friendly pedestrians and golf carts. Some of the prettiest rides are along Pine Avenue (great for boutique shopping and cafés), through the shady neighborhood lanes west of Gulf Drive, or down the bayfront by the Rod & Reel Pier.
Biking not only makes parking a non-issue, but it also helps you experience the slower pace of the island. I loved how easy it was to stop on a whim whether for beach access, fresh juice, or shell-collecting.
Rental tip: Try Beach Bums (Anna Maria) for cruisers and e-bikes, or Fun and More Rentals for longer-term deals and gear bundles.
Kayak Through the Mangroves
This was hands-down one of the most peaceful and intimate ways to experience Anna Maria Island. I rented a single kayak from a local outfitter near Bimini Bay and glided through the quiet mangrove tunnels at my own pace. These calm backwaters are rich with marine life you might spot a manatee surfacing for air, herons fishing along the roots, or schools of tiny fish swimming beneath your paddle.
The mangrove paths feel like secret passages that open up into sparkling lagoons. I loved the cool shade, the soft sounds of birds overhead, and the complete stillness away from the beach crowds. It’s perfect for solo adventurers or couples looking for a moment of calm.
Tip: Go early in the morning when the water is glassy and wildlife is most active. Many outfitters offer eco-tours if you prefer a guided experience.
Visit Coquina Beach Market
This lively open-air market quickly became one of my favorite Sunday rituals on the island. Located at the southern end near Coquina Beach, the market runs from November through April and features a curated mix of handmade jewelry, local art, island-style clothing, home décor, and delicious bites.
I picked up a small hand-painted sea turtle tile and chatted with the artist who made it. There’s live music, fresh lemonade, and even tropical flowers for sale. It’s the kind of place where you can browse barefoot, snack as you shop, and meet locals who genuinely love what they do.
Tip: Come hungry food trucks and baked goods abound. Parking fills quickly, so arrive early or bike over.
Check Out the Island Historical Museum
Tucked into a quiet spot near Pine Avenue, the Anna Maria Island Historical Museum offers a lovely peek into island life as it used to be. It’s housed in a restored 1920s icehouse and includes a jail cell, early photographs, and fascinating tidbits about the area’s first settlers, fishing industry, and quirky local legends.
What stood out to me were the personal stories handwritten journals, vintage swimsuits, and detailed timelines showing how the island evolved from a homesteader haven to a beach destination. You only need about 30–45 minutes, but it’s well worth the visit.
Tip: Pair your museum visit with a walk around the nearby Historical Park and old City Jail. Great for families and curious minds!
Watch the Sunset Every Night
Every single evening on Anna Maria Island feels like a celebration of the sky. Locals and visitors alike gather at the beach some with wine and cheese, others with kids and sand toys all ready to enjoy nature’s show.
I made it a ritual: grab takeout from a beach café, spread out my towel on Manatee or Cortez Beach, and just be present. The colors changed by the minute blush pinks melting into orange, gold rimmed clouds, even a few dolphins waving goodbye some nights.
It’s not just about the sunset. It’s the vibe the collective pause, the relaxed smiles, the soft applause as the sun dips into the Gulf.
Tip: Bring a lightweight blanket and get there 20 minutes early for the best views. Bean Point is stunning, but more remote, while Manatee Beach has facilities and easy access.
2–3 Day Itinerary
Day 1 – Beaches & Sunset
- Morning: Bike out to Bean Point Beach a secluded gem perfect for sunrise and dolphin spotting.
- Afternoon: Stroll Pine Avenue, stopping for handmade gifts and art from local shops.
- Evening: Watch the sky turn pink at Manatee Public Beach, then grab dessert at Two Scoops.
Day 2 – Water & Wheels
- AM: Paddle through mangroves in Bimini Bay. I spotted a pair of manatees and it was magical.
- Lunch: Ride the free trolley to Holmes Beach and eat oceanfront at Sandbar Restaurant.
- PM: Cycle to Bradenton Beach and visit Coquina Beach Market (weekends only).
Day 3 – Wildlife & Culture
- AM: Take a dolphin-watching cruise from Bradenton Beach Marina.
- Midday: Explore Historic Bridge Street and browse the Sunday market.
- Evening: Catch a community theater performance at Island Players Theater.
Getting There & Around
Anna Maria Island is super accessible, but once you’re on it, ditch the car if you can.
- By Car: Drive in via the Cortez Bridge or Longboat Pass. It’s about 1 hour from Tampa or 30 minutes from Sarasota.
- Free Trolley: Runs north to south on the island with stops every 20 minutes. I used it daily and loved not having to worry about parking.
- Bike/Golf Cart Rentals: A fun and easy way to explore. Most places offer day and multi-day rentals.
Where to Eat on Anna Maria Island
There are no chains here, and that’s part of the charm. Everything is locally owned, with fresh seafood, outdoor patios, and a vibe that’s more relaxed than rushed. I tried a mix of island favorites some casual, some fancy and each had something special to offer.
- The Donut Experiment – Start your day with a sweet fix. You pick the icing, the toppings, and the drizzle to create your own custom donut. It’s fun, fast, and addictive. Go early, especially on weekends it gets busy!
- Sandbar Restaurant – This beachfront icon in Holmes Beach is a go-to for good reason. I had their famous grouper sandwich or seafood with a side of beach views and live acoustic music. Sit outside with your feet in the sand and a cocktail in hand. Perfect for sunset dinners.
- Ginny & Jane E’s – Located inside a quirky antique shop, this café is one part art gallery, one part breakfast haven. The banana bread French toast is divine, and the coffee is strong. It’s also a great place to find funky local gifts and retro treasures.
- Rod & Reel Pier – A rustic overwater spot that’s all about the views and the vibe. I came here for a late afternoon snack and stayed for the pelican-watching and a mojito. Their blackened shrimp tacos are a local favorite, and you’ll often see dolphins from your table.
- Blue Marlin – For date night or something special, Blue Marlin in Bradenton Beach is intimate and upscale without being stuffy. Think fresh catch of the day, candlelit tables, and a twinkly-lit courtyard with live music on weekends. Their scallops were seared to perfection.
Tip: Most restaurants are casual, but Blue Marlin and The Waterfront (also worth checking out!) benefit from reservations in peak season.
Best Time to Visit & Local Tips
- April to May is perfect: warm weather, low humidity, and fewer crowds.
- Turtle Season (May–Oct): You’ll see marked nests on the beach. Avoid using bright lights at night.
- Rainy Season (Summer): Expect short afternoon showers. Plan water activities in the morning.
- Etiquette: Island life is slow locals will wave and chat. Follow their lead and unplug.
What to Pack
Pack light but smart. Here’s what I used the most:
- Reef-safe sunscreen
- Water shoes or flip-flops
- Lightweight beach blanket
- Waterproof pouch or dry bag
- Binoculars for spotting dolphins or seabirds
More Ways to Play
If you’re looking to mix things up beyond lounging on the sand, Anna Maria Island has some incredible activities that showcase its wild side, wellness scene, and local flair.
- Horseback riding on the beach – One of the most unique experiences on the island! You can ride directly along the shoreline with outfits like The Real BeachHorses in nearby Palma Sola Bay. It’s peaceful, slow-paced, and perfect for couples or small groups.
- Stand-up paddleboarding (SUP) – Calm waters around Bimini Bay and the mangroves make this a great spot for beginners. I tried it just before sunset, and the light was golden and magical. Rentals are available from local outfitters, and some offer guided eco-tours.
- Fishing charters – Whether you’re a seasoned angler or just want to try something new, local charters will take you out for half-day or full-day adventures. Target species include grouper, snapper, tarpon, and more. I joined a small group charter and even got to keep our catch!
- SUP yoga or spa massage – For something more Zen, Sea-renity Spa offers beachfront massages with the sound of the waves in the background. They also run SUP yoga classes that challenge your balance and calm your mind.
- Nature walks – Neal Preserve is a gem just across the bridge. You’ll find a blend of elevated boardwalks, shell paths, and observation towers that offer sweeping views of the estuary. It’s an easy walk, great for birdwatching and catching a sunrise if you’re up early.
FAQs
Is Anna Maria Island family-friendly?
Absolutely! Calm beaches, playgrounds, and ice cream stops are everywhere.
Do I need a car?
Nope. The free trolley, bike paths, and walkable layout make it easy to get around without one.
What’s the best time to visit?
Spring (April to May) has warm weather and fewer crowds.
Is there nightlife?
Low-key but lovel, think live acoustic sets, beach bars, and community theater.
Final Thoughts
Anna Maria Island felt like a nostalgic beach town from a storybook but better. Whether you’re kayaking with manatees or watching the sun set over soft Gulf waves, it’s the kind of place that makes you pause, breathe, and just be.
