When to Visit Anna Maria Island

Vacation rental on Anna Maria Island Florida

Anna Maria Island, Florida boasts pristine beaches, crystal clear water and a laid-back atmosphere, making it a special destination for visitors year-round. However, the best time to visit Anna Maria Island depends on your family’s schedule, your preferences and what you are looking for in a vacation. Here are the details of each season to help you plan your trip.

Spring (March to May)

Spring is one of the best times to visit Anna Maria Island. The weather is warm and sunny, with average temperatures ranging from the mid-70s to the mid-80s. The water is also warm enough for swimming and water sports, rarely dipping below 73°(F). The island tends to be less crowded during this time, which means you can enjoy the beaches and other attractions without the crowds. 

Popular activities in this season include kayaking, stand-up paddle boarding and biking. Since there are fewer crowds, it can be easier for visitors to secure equipment rentals, and getting around the island on two wheels is a great way to enjoy the area. There are many lively events during spring, with the annual SpringFest arts festival in March and lots of bars offering live music and events in the spring through Memorial Day weekend.

Summer (June to August)

Summer is the busiest season on Anna Maria Island, with kids out of school and many couples and families seeking a Florida beach vacation. The weather is hot and humid, with temperatures ranging from 85°(F) to 95°(F), although the ocean breeze blows away some of the humidity. Water temperatures are warm and comfortable during this time of year, typically staying above 83°(F). While the water is perfect for swimming, it’s also the rainy season, so you can experience quick rainstorms, especially in the afternoon.

With the warm temps, the summer is the perfect time of year for water sports and enjoying the beaches. Kayaking, stand-up paddleboarding, surfing, fishing – you name it! There are also lots of family-friendly activities in summer. Visitors should expect to encounter more traffic on the road and at the beach, especially on the weekends, so plan ahead when going somewhere. Availability in accommodations can also be limited, so booking your Anna Maria Island vacation rental early is recommended.

The island is also bustling with activity during summer. Local shops and restaurants host events every day of the week, with frequent live music and art fairs. The 4th of July is celebrated in a big way on Anna Maria Island, with a parade, community picnic and fireworks display for the holiday. There are lots of things to do throughout the summer, but keep in mind that the crowds might make it challenging to find parking and reservations for popular restaurants. But if you plan ahead, summer can be a great time to visit this wonderful part of Florida!

Fall (September to November)

Outside of large events, the island is less crowded during the fall. The weather remains pleasantly warm, with temperatures averaging 78°(F). Fall is considered a shoulder season on Anna Maria Island, so visitors can expect fewer crowds and lower vacation rental prices than summer. This season does include a risk of hurricanes, so visitors should monitor the forecast and plan their trip accordingly.

Since the water temperatures remain relatively warm in the mid-70s, this is great time of year to enjoy the beaches and water activities like snorkeling tours. Fall also includes seasonal celebrations, with several Halloween events for kids and adults taking place in October. The annual Bayfest also takes place on the third Saturday in October, with the whole island coming together to enjoy live music, local artists, an antique car show and kid-friendly activities. 

Winter (December to February)

Winter is a busy season on Anna Maria Island, as snowbirds flock to the area to escape harsh weather further north. With temperatures ranging from 70°(F) to 80°(F) and relatively warm water temperatures around 67°(F), this season is a great time to get a break from snow and soak up some sun. While winter does bring increased crowds, especially during the holiday season, this season is generally quieter and great for those looking for a relaxed vacation.

Popular events during winter are focused around the holiday season, and the island tends to quiet down in January. The annual Winterfest arts and crafts festival takes place in early December and fun celebrations for Christmas and New Year’s Eve happen around the island every year. Vacation rental availability and prices can reflect the increased crowds in this season, so visitors should book accommodations and activities early when possible.


Regardless of the season, the variety of activities and events on Anna Maria Island make it the perfect destination for your next vacation. Book your vacation rental with Island Dreams and start planning your trip to paradise!