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With the summer season quickly approaching you may be looking for the best location to start the season. Of course, Anna Maria Island is no stranger to summer fun and is a spot where you and the whole family can enjoy a lovely getaway. Take a look at the top events happening around Anna Maria Island in May 2025 that everyone can enjoy:

Rock the MAC 2025

There are couple of ways to help you feel in place as a local around Anna Maria Island and live music is sure to do the trick. This year will see the return of Rock the MAC, a live music and food experience happening right here in the area. This will be the second year for this beloved event that was a hit in 2024. Rock the MAC features all of the hits from classic rock icons Tom Petty & the Heartbreakers and U2 covered by tribute bands. Cover bands will include The Petty Experience and US2 who take the stage and play mesmerizing tributes to all the hit songs. The event will include live music along with a beer garden where you can get a pint of craft beer to enjoy with your show. General admission passes and VIP tickets are on sale now; VIP passes will get you entry into the event, two drink passes for the beer garden, and an event exclusive t-shirt. concert The event is held at the beautiful Moore Athletic Center located at Saint Stephen’s Episcopal School. You will find seating on the artificial turf so event goers are encouraged to bring a blanket or folding chairs to get comfortable. Additional food vendors will also be on hand for tasty treats too. After the event take your ticket to the Bishop Museum of Science and Nature to receive $5 off your ticket. Rock the MAC 2025 will take place on May 3rd starting at 6:00 PM.

Kids to Camp Golf Tournament

For five years in a row The Salvation Army has been hosting their annual Kids to Golf Tournament that helps raise funds to send children to an enriching summer camp experience. This will be the fifth iteration of the cherished event and is sure to be the best yet. The Kids to Camp Golf Tournament will be held at the prestigious Sara Bay Country Club where you can participate in a full tournament style play. Spots are limited for the tournament being capped at 92 participants making it an exclusive event in the area. Sara Bay Country Club will have a shotgun start at 9:00 AM to begin the tournament. This local country club is a Donald Ross designed course that has hosted professional events including Florida State Golf Association championships, the 100th US Women’s Southern Amateur, and much more. golf tournament Expect a few hours to make it through the 18-hole golf course that features beautiful greens and fairways that will be especially vibrant during the month of May. After your play has come to an end you will have lunch and awards provided. A raffle is also included to win local items and services that will help make your stay on Anna Maria Island even more memorable. There is even a raffle item to play on the prestigious Ritz Carlton Golf Club too! All expenses will benefit the Salvation Army to help send low income children to their incredible summer camp here later in the season. Don’t miss out on the 5th Annual Golf to Camp Tournament taking place on May 5th. Sign up now before registration is full!

Weekly Acoustic Music at Harry’s Grill

Another great way to feel like a local here on Anna Maria Island is to head on over to Harry’s Grill for a little bit of food and drink. This local spot has been a staple for the community for years and welcomes you for any meal. They have been voted to have the best burger in the area for five years in a row and is a must have for lunch or dinner. You can also enjoy 16 different craft and imported beers on draft as well. During the month of May Harry’s Grill will be offering weekly live acoustic music on Tuesday nights. Local musician Bill Dundas is on the lineup for the month and is sure to bring out some exciting covers and original songs for you to enjoy. The weekly music will occur every Tuesday during Happy Hour from 3:00 PM to 5:00 PM on the Harry’s Grill outdoor patio.
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More Fun Waiting for You on Anna Maria Island

As you can see, there are quite a few different events waiting for you here on Anna Maria Island in May. Book a vacation rental with us today and get ready for all the fun!  One of the many benefits of residing here in Florida is our warm weather all year round. We are sure you are ready to escape the cold and enjoy a spring vacation like no other. If that sounds like what is needed for your immediate future, consider making your way to Anna Maria Island. The spring season is a great time to experience the beautiful shores of our destination with plenty of attractions and activities in Anna Maria Island. Take a look at the best outdoor activities you will find here in Anna Maria Island this spring:

Have Fun on the Water

Anna Maria Island is right here just off the coast of Florida and offers an abundance of outdoor activities out on the water. With Anna Maria Island being a barrier island you will find many ways to explore the vicinity. The springtime is a great time of year to head to your nearest boat rental shop and head out on the water. The spring temps typically range from the mid-70s to mid-80s, perfect weather for a little water-based fun. Anna Maria Island has several different rental shops for you to rent a vehicle from. Locations such as Sunshine Living Boat Rental makes sure that your experience getting out on the water is a great one. pontoon boat This location offers rentals including pontoon boats that are perfect for the whole family to use. The shaded canopy will protect you from the sun and get you out into the surrounding waters. Jet skis are a great way to offer a little thrill to your water fun. Yachts are a great luxury boat that will easily have you out on the water all day long. Visitors can also keep things casual with a stand up paddle board or kayak to navigate the shoreline with. Regardless of your choice you will find the water to be nice and cool here around Anna Maria Island.

Hit the Beach

Getting out on the water is not the only way to spend your time around Anna Maria Island. With our warm temps found in spring you will want to spend a little down time at the beach. Anna Maria Island features 7 miles of gorgeous beach fronts that will invite you for a relaxing experience. Manatee Public Beach is a popular spot for families most times of the year and offers a ton of amenities. In addition to the clean sand and water, you will also find picnic tables, concessions, volleyball, outdoor showers, and a gift shop. The beach is open during the spring from sunrise to 10:00 PM giving you all day to enjoy the view. Bayfront Park is another great spot popular with families. While the beach area of Bayfront Park is not as large as Manatee Public Beach you will find pavilions and a playground perfect for the little ones. The water surrounding the park is clear and calm letting you rest easy as the kids splash around. A day at the beach is perfect for a spring vacation!

Take a Dolphin Cruise

Anna Maria Island is surrounded by all kinds of marine life out in the water. These majestic creatures include loveable manatees that float around, sea turtles that lay their eggs at the local beaches in the summer, and dolphins that migrate to the area. You will find that a dolphin tour out on the water to be both an educational and exciting addition to your outdoor activities. Local tour charters such as Paradise Boat Tours and Anna Maria Island Dolphin Tours all both private and public guided dolphin eco tours. dolphins You will be taken out on the water on a comfortable vessel to areas that dolphins tend to frequent. Additionally, sea life from the ocean floor will be brought up and shown to showcase the underwater beauty. Tours tend to be offered at multiple points every day of the week making it easy to find a time that works for your schedule. Booking ahead in advance is always recommended in the spring especially if you are visiting Anna Maria Island for Spring Break. You can even make your dolphin tour a sunset view that adds a little ambience to your time out on the water. And keep your eyes peeled for eagles and osprey too who frequently fly through the area!
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Anna Maria Island in the Spring

The best thing for your spring vacation getaway to Anna Maria Island is one of our vacation rentals. Come experience luxury and comfort when you reserve one of our properties here on the island. You will have a comfortable stay that rewards you with close proximity and easy booking when you choose one of these gorgeous homes.  In many places in the country, spring can start with a snowstorm, or be full of dreary days that still feel like winter until the flowers finally start blooming. But not on Anna Maria Island! Our little barrier island is truly a paradise in the spring, as the weather warms up a bit from the winter and makes for breezy days spent outside drinking in everything the island has to offer, from outdoor recreation to festive parties and events. When you attend events on Anna Maria Island in the spring, you’ll enjoy a lively time that remains low-key—no spring break madness here! Of course, it’s a popular time to visit still, and once you experience it yourself, you’ll see exactly why. Once you’re here, you might be curious as to what kind of events might be happening on AMI in the spring time. We’re sure a huge chunk of your time will be spent laying out on the beach, but between that and living it up at your vacation rental, we’ve collected a list of some of the top events on Anna Maria Island this 2023, just for you!
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Experience the Local Art Scene at the 35th Annual Spring Fest

There’s something special about discovering local art from the area you’re visiting. Whether it’s a watercolor beach landscape or a handmade piece of jewelry made from shells, taking home a piece of art with you can make you feel connected to the place—and we’re happy to tell you that at the AMI Spring Fest you can do just that! Attend for a weekend full of over 80 vendors displaying and selling their artistic creations, in a festival setting with things like live music, food and beverage vendors, and community organizations educating about local history and the unique environment of our barrier island. You’ll find that admission and parking are free to this event, making it a can’t miss occasion if you’re visiting during this time! You can splurge on raffle tickets for that gala, which has prizes of artwork from the festival, and the proceeds go to a local organization that provides art classes to both kids and adults. Mark your calendars for this year’s 35th Annual Spring Fest, which is scheduled for March 18th and 19th, 2023, from Saturday 10 a.m. to 5 p.m., and on Sunday from 10 a.m. to 4 p.m. at City Hall Field in Holmes Beach.

Enjoy Acoustic Favorites with Local Musician Bill Dundas

Get your groove on at this local event that happens every Tuesday afternoon in the spring, at Harry’s Grill in Anna Maria! Relax on the patio and take advantage of their happy hour menu, while AMI musician Bill Dundas serenades you with classic acoustic favorites—you might even be able to put in a request or two. Spring on Tuesdays in 2023, you’ll find Bill out on the patio at Harry’s Grill, with happy hour happening from 3 p.m. to 5 p.m. A perfect weekday activity when you’re looking for something fun to do! If you prefer to see a calendar view of when Bill is performing, you can check out the Chamber of Commerce’s event calendar as well.

Check Out the AMI Farmers Market

When spring is in the air, so is fresh local produce! Spring is one of the best times to check out a farmers market on Anna Maria Island—that's right, we have more than one. Celebrate the end of the season of the Bridge Street Market, which closes in April before the warmer summer months. You’ll find it open on every Sunday from November 2022 to April 2023, from 10 a.m. to 3 p.m. It’s also an excellent place to pick up a new piece of art or something crafted locally to commemorate your spring vacation to Anna Maria Island. If you miss your chance at the Bridge Street Market, be sure to check out the Coquina Beach Market in Bradenton Beach, which takes place not one, but two days of the week! Another huge bonus is that it runs through July, meaning it will be open all spring. It runs on Wednesdays and Sundays, from 10 a.m. to 4 p.m. at Coquina Beach. Shop for fresh produce, seafood, arts and crafts, and more. Take home a nautical themed piece of pottery or buy a gift for a loved one back home. This spring 2023 is the ideal time to visit the farmers market on Anna Maria Island!

It’s Your Spring Vacation Done Your Way this 2023 on AMI

Spend the day relaxing at your private backyard oasis, toast to sunset views from your oceanfront deck, sit around a crackling outdoor firepit in the evening. Our AMI vacation rentals have all the features you could want for an island getaway, and there’s one that is the perfect fit for you—we're here to help you plan your getaway, just call today!
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