Celebrate Spring on Anna Maria Island with these Events!

Anna Maria Island is a vacation destination synonymous with pristine coastlines and sparkling Gulf water. People who come for an Anna Maria Island vacation know that they’ll be treated to something special here – whether it’s a morning stroll on the white sand, an afternoon of shopping in the fantastic local boutiques and stores, or a night of fine dining. There are so many things to do on Anna Maria Island and the surrounding areas – including Sarasota – that you’ll want to come back again and again.

But there are certain Anna Maria Island events that happen in the spring that locals and tourists look forward to each year. These events feature some of the best crafts and food the area has to offer and are not to be missed.

In fact, spring is the perfect time for a cozy getaway or family vacation, because the whole destination comes alive! Let’s take a look at some of the more popular events offered in the area in the spring. There’s no doubt you’ll want to book your Anna Maria Island vacation rental with Mainsail Vacation Rentals to join in on all the fun!

Egg Hunts

Taking a spring vacation is a great way to enjoy mild temperatures and the hustle and bustle of a premier destination. If your vacation happens to fall over the Easter season, it’s an even better time to be here because an egg hunt is a perfect way to celebrate. There is a lot to choose from near Anna Maria Island.

If you don’t mind traveling a little bit off the Island, then nearby Sarasota on the mainland is where you can experience the Annual Jungle Trails and Bunny Tails event at Sarasota Jungle Gardens. During the egg-hunt season, you can join the fun from 10 a.m. to 3 p.m. daily and even meet the Easter Bunny! Bring your own basket and get ready to be up close and personal with bunny rabbits, get your face painted, or treat everyone to a pony ride. All of this happens alongside the other amazing attractions at this Florida-favorite destination. 

Closer to home on the Island, check out the Sandbar Restaurant for their annual Easter egg hunt. It starts on April 16 at 9:30 a.m., and the event is B.Y.O.B (bring your own basket). You can also participate in the Easter egg roll or dress up for the Easter bonnet contest. Judging starts at 10 a.m. Get a photo with the Easter bunny, do some family coloring, get your face painted and enjoy a candy cup!

children holding different easter eggs in a circle
Photo from Shutterstock

Main Street Live

If you find yourself in the Bradenton area during the spring, Main Street Live is a great way to get out and enjoy the local scene. Its location – Old Main Street – is a great destination even when there’s no festival, so it really is the perfect way to get a taste of local culture. This Island-favorite festival features music from some of the hottest musicians in the area, as well as creations from local artists. 

The event should not be missed and happens every third Thursday in March on Old Main Street. Along with the arts and crafts and people watching, you can sample local fare and fill up on something tasty. It all starts at 5 p.m. and runs until 10 p.m. It’s family-friendly, and there’s always something new to experience, so if your vacation falls in the third week of the month, be sure to stop by.


If you are a big fan of art, there is a surplus of shops and galleries in the Anna Maria Island area. But if you want to see a variety of many beautiful things in one place, then you have to check out Springfest, hosted by the Anna Maria Island Art League. There is art on offer from over 80 artists, but also art education, fantastic entertainment, and tasty food from local vendors. 

It really is an event that brings the best artists and musicians together to create a memorable experience. Held March 19 – 20, the event takes place in Holmes Beach at the City Field at 5801 Marina Drive. You’ll find all the most beautiful and decorative fine arts and fine crafts. It runs from 10 a.m. to 5 p.m. on Saturday and 10 a.m. to 4 p.m. on Sunday. Admission and parking are free, so there’s no reason not to come and check it out. Sunscreen and a hat are recommended!

Beachin’ Food Truck Festival

Anna Maria Island is the ideal place for food lovers. Luckily, the Holmes Beach area is also home to a foodie favorite each spring – the Beachn’ Food Truck Festival – sponsored by the Anna Maria Island Chamber of Commerce. Alongside fantastic food trucks serving up everything from barbecue to pizza to burgers, there’s a lot more to do! 

Preview the arts and crafts from local artisans, watch the kids play in the Kids Zone, check out the hot wheels at the car show or kick back and relax with an ice-cold beer or glass of wine. There’s also lots of live music to keep you dancing all day.

Your Anna Maria Island Rental

As you can see, there are so many things to do in the spring on Anna Maria Island and neighboring Sarasota areas. Yes, there’s sun, sand, and refreshing Gulf waters, but there are so many other ways to eat, play and enjoy. That’s why an Anna Maria Island rental is such an important part of your stay. When you have the amenities you want, you can stay like the locals and feel like you truly are part of the community. That’s why when it comes to places to stay in Anna Maria Island, Mainsail Vacation Rentals is the best choice. 

Plan Your Anna Maria Island Vacation

Staying with Mainsail means taking the risk out of your vacation plans. When you book, you’ll have the control and flexibility you want, coupled with the clean and convenient rental you need. Mainsail is the company to book with confidence. With our safe cleaning practices and flexible cancellation policies, you really can have it your way.

If it’s a romantic getaway for two in the spring, Mainsail has a large selection of two-bedroom options – many with beach views – that come with everything you need, including high-speed internet, pools, cable, and locations close to everything you want to do.

If you’re looking for more room, our three-bedroom vacation rental options sleep eight people, so everyone can be part of the springtime fun. And yes, you’ll still find the same great views and amenities of our other properties to ensure that everyone has a great time!

Spring is a time filled with art, music, food and fun in Anna Maria Island and surrounding areas. Book your perfect stay now with Mainsail Vacation Rentals and be part of all the fun. It’s all waiting here for you.