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:
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.
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!
Browse Our Beachfront Rentals in AMI!
Browse Our Rentals by Amenity!
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.
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!
Browse Our Full Selection of Rentals Here!
Browse Our Full Selection of Rentals Here!
Browse Our Full Selection of Rentals Here!
Browse Our Full Selection of Rentals Here!
Check Out This Rental Here!
Los Arcos de Canasi Awaits!
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.
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.
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.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! This spring, it is time to get outside and enjoy a little sunshine. Make sure to start planning for your next getaway, as spring will be here before you know it. If you are looking for the ideal spring destination, look no further than Anna Maria Island. This is the perfect beachside getaway with plenty of things to do in the area, including popular events. Take a look at the top events happening on Anna Maria Island in April:Bradenton Gulf Islands Concert Series
You can never go wrong with a little live music, especially when you are on vacation. Each winter and spring season you will find the Bradenton Gulf Islands Concert Series taking place at The Center of Anna Maria Island. This seasonal concert series takes place at the spacious community center in the area that is for both locals and visitors alike. The concert series will see monthly performances that start in January and continue on into April to conclude the series. April’s concert will be held on April 5th with The Infamous Stringdusters hitting the stage. They are a Grammy award winning bluegrass band that demonstrate incredible musicianship and lively shows. The Infamous Stringdusters have a passionate fan base that will show you an incredible audience for this performance. Tickets start at $55 per person with proceeds helping this non-profit community center in the area. Doors open at 6:00 PM with the opening act hitting the stage at 7:00 PM. The Infamous Stringdusters will be on at 8:00 PM for their electrifying performance. You can find the Center of Anna Maria Island located at 407 Magnolia Ave. A cash bar is available on site to purchase adult beverages during the show.
Sarasota Film Festival
Going to the movies is now a timeless tradition where we can escape reality even just for a moment and see a wonderful story on the big screen. If you are a moviegoer, you will enjoy attending the Sarasota Film Festival returning once again this April. This unforgettable festival is held here on Anna Maria Island where you can celebrate the magic of going to the movies. The Sarasota Film Festival has over 200 movies screened that includes full length features, short films, documentaries, and even family friendly movies too. Some of the best independent and international films will be screened along with special events taking place afterwards. The Sarasota Film Festival is a great experience for the movie fanatic in your family or to use for a quick escape from the beach. This year’s Sarasota Film Festival will take place from April 4th to April 13th this year at a variety of locations found across Anna Maria Island.Bradenton Marauders Baseball Games
Our neighbors at Bradenton feature exciting events that you can easily get to from your vacation rental here on Anna Maria Island. The month of April sees the start of the Bradenton Marauders baseball take place at LECOM Park. The spring season is the perfect time of year to sit outside and soak up the sunshine as you catch a ball game. The Bradenton Marauders are a minor league affiliate with the Pittsburgh Pirates providing you with professional baseball during your visit. The first game kicks off on April 4th with the season eventually concluding in September. Purchase tickets today for their first home game just around the corner in Bradenton!
Bradenton Public Market
Another great event taking place over the month of April with our neighbors of Bradenton is their Bradenton Public Market. This weekly market brings the community together for a joyous celebration of local art, fresh produce, and live music. This is not your typical farmers market as you will find fun and excitement and each stand you come across. The Bradenton Public Market will feature vendors selling locally sourced produce and meat, honey, flowers, coffee, jewelry, apparel, arts and crafts, and much more. You will even find crafts made right on the spot at the market. Attending the Bradenton Public Market is always free too. So grab the whole family and take them to the Bradenton Public Market on any Saturday from 9:00 AM to noon during your April visit. The market will remain open for the season until the end of May giving you plenty of time to stop by!Get Ready for Anna Maria Island
A tropical beach getaway is just what you need this spring. Make sure you start preparing for your April getaway by reserving one of our vacation rentals in the area. Our properties are sure to keep you comfortable throughout your stay here on Anna Maria Island. 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.
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.
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!
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. We are finally approaching the new year and with it comes brand new opportunities to get out and visit Anna Maria Island. If you have been looking for the perfect vacation destination, we have it right here for you. The cost of goods has been increasing and that makes travel plans pricier than ever. However, by budgeting right you can easily fit a trip to Anna Maria Island in your upcoming forecast. Take a look at how to budget for your 2025 trip to Anna Maria Island:Explore Options to Visit During Our Off Season
With a name like Anna Maria Island you can expect a tropical destination that offers plenty of fun under the sun. Anna Maria Island is a destination that is frequented most during the warmer months of the year. This means that a visit during the cooler seasons are expected to be less traveled and that is exactly what you will find. Anna Maria Island’s off season is primarily from September to November when the fall season is in full effect. While you may initially think that the off season is a bad time to visit, you will be pleasantly mistaken. This is not one of our busier times because most visitors tend to think the fall season brings in cold weather. However, Anna Maria Island sees pleasant weather all year round and the fall has plenty of comfortable temps to keep you outside. In fact, you will find that the daily highs around this time of year are still in the mid to high 80s. This makes it extremely easy to relax and hang out at our beautiful beaches while everyone else is back in a jacket at home. Visiting for our off season means there is less demand for our vacation rentals and local attractions so you can expect to pay less than you typically would. Even better, you will find free events such as Bayfest that offers free admission along with family friendly activities including live music. The off season continues to the winter season where the temps continue to drop but nowhere near freezing. A visit to Anna Maria Island at this time will see you enjoying the area with quieter beaches and fewer crowds. With daily temps in the mid-70s, you will still be enjoying the sun with a warm holiday trip. Come enjoy our peaceful paradise found here on Anna Maria Island.
Budget Ahead for an In-Season Trip
Budgeting for your future trip to Anna Maria Island does not mean you have to only plan around visiting during our off season. A visit during our busier in season time is still a great idea. By planning ahead and making sure you have budgeted for the additional expenses you will find a trip to Anna Maria Island to be extremely rewarding. Our busier seasons for Anna Maria Island are typically found around Spring Break and the summer months. We often see families frequent here to Anna Maria Island so it is not surprising our in season is around school breaks. The spring season is popular for guests to enjoy our sunny weather without the more frequent rainfall seen in the summer. The spring season also brings out the end of the manatee migration season that typically ends through April. Check out the Apollo Beach Manatee Viewing Center for a wonderful activity for the whole family. The summer continues the polar times for visiting Anna Maria Island when families have more time to visit. The hot weather encourages plenty of beach activities. The tides are at the perfect surf conditions so you will see plenty of people out in the water. The summer is also our rainy season so make sure to plan ahead with rain jackets just in case it happens to rain.
Plan for Your Method of Travel
The last idea to budget for when traveling to Anna Maria Island is how you will get there. Of course the most cost effective method is to drive there. This is a great option for summer visits when you have more time to visit and the travel days won’t cut into your fun. Flying is always the quickest option to get here and our closet airport is Sarasota-Bradenton International Airport that is approximately half an hour away. You will find plenty of big name airlines traveling here so finding a flight will not be difficulty. Consider all expenses to make the most of your time on Anna Maria Island.Plan Ahead for a Lot of Fun in 2025
By budgeting in advance for your trip you can make the most of Anna Maria Island. Our vacation rentals are ready to host you and your family for a wonderful time here on the coast.Each February brings the chance to treat your loved one to a special occasion. Of course, we are talking about Valentine’s Day, and it is almost here! Sure you can always stay home and do the same thing you do year after year for Valentine’s Day. Or, you can take your loved one to an adventure right here at Anna Maria Island. You will find plenty of romantic activities and more here during your stay. Take a look at how to spoil your loved one this Valentine's Day in Anna Maria Island this year:Watch the Sunrise from a Beach
One of our best features of Anna Maria Island is the beautiful beaches you will find all over. The sandy beaches are pristine and always a joy to spend time at. Spending time at the beach can be done at any time of year with the warm weather we typically experience. In fact, you will find daily highs in the mid-70s during your Valentine’s Day visit easily allowing you to forget your snow gear back home. The water will be chilly so splashing around in the water may not be the best idea but one thing you can do from the beach is watch the sunrise. Many of the beaches on Anna Maria Island face east so you will get the best glimpse of the sunrise. There are a few spots around the area that are perfect for a sunrise viewing. Head over to Bridge Street Pier for the first spot. The pier has been renovated recently making it a great spot to enjoy. However, the most popular spot may just be Bean Point. This is one of Anna Maria Island’s most popular beaches and is frequented by many locals and visitors. Enjoy the sunrise from the beach and take a stroll for a romantic time with your loved one.
Explore Anna Maria Island by Bike
Another romantic activity that your loved one is sure to enjoy with you is further exploring Anna Maria Island even more. There are several trails that are best explored on a bike ride. Check out local shops to rent out a pair of beach cruisers and check out areas such as Coquina Bike Path. The scenic views will offer a touch of romance to your visit. You can ride on by local shops to check out local wares. You can also explore the local nature preserves too. There is nothing better than getting outside in our lovely weather checking out the views.Have a Romantic Dinner for Two
It should go without saying that Valentine’s Day is never complete until you have a romantic dinner for two. Valentine’s Day is always the busiest evening for restaurants as couples look to enjoy a fine meal together. Anna Maria Island is home to many wonderful restaurants that are sure to be a great host for your meal. A local favorite for fine dining and incredible views is The Waterfront Restaurant. This fine dining restaurant can be found right by the Gulf, providing you and your date with the best evening possible. The menu features rotating seasonal dishes that include fresh seafood and prime cuts of steaks. Pair your meal with a bottle of wine or unique cocktails. The views from the table cannot be beat. Another great spot is Sandbar Seafood & Spirits that is more on the casual side. You can enjoy items from burgers and salads to oysters. The restaurant is family friendly perfect for those who have the kids with them. Make sure to reserve your table well in advance for this popular time of year.
Hit the Spa
Last but not least, take your date to the spa! This is the best way to spoil someone and help them feel completely rejuvenated. You will find a variety of high quality spas on Anna Maria Island that will do just that. Head over to Body & Sol Spa and Wellness. Enjoy a variety of services including couple’s massages, individual massages, pedicures, manicures, facials, and more. You and your loved one will leave feeling completely at one with yourself. Don’t miss out on this wonderful opportunity to spoil your loved one.Our Vacation Rentals Will Provide the Best Stay
The most important way to spoil your loved one for Valentine’s Day is to make sure you have a lodging like no other. Our vacation rentals offer luxury amenities and plenty of space around each home. You will be able to personally cook a meal for your loved one and unwind after your romantic activities. Simply explore our listing of fine homes and pick out your favorite for Valentine’s Day. If you have been dreaming of the shores of Anna Maria Island for another vacation getaway you are in luck! Book Direct Day is just around the corner and with it comes a focus on the importance of directly booking your Anna Maria Island vacation condo rental. There are countless ways to secure a vacation property for a vacation but sticking with our platform will provide you with a variety of benefits to enjoy during your booking. Here is why you do not need to wait for Book Direct Day to book a vacation rental directly from our platform:Knowledgeable Team on Hand
When it comes to finding a vacation rental here in Anna Maria Island you may have quite a few questions that will need to be answered. Our listing is always detailed with plenty of information but sometimes that may not be enough. Whenever you need assistance with your booking you will find that our team is ready and willing to assist. You can contact our team through a variety of ways whether it is picking up the phone or sending a direct message on the website. Getting a hold of us has never been easier. And best of all, you can always reach out from the moment you are looking for a property up until you are ready to head back home after your stay on Anna Maria Island. Third-party services are unable to provide this level of service no matter where you look.Detailed Listings
Having the most accurate and detailed information about a vacation rental will help you make the decision on which one to choose. Take a look at our direct listing that features a detailed profiled regarding each of our vacation homes. You find detailed pictures, descriptions, and lists of features with each home. Third-party services often pull information from our platform but do not feature everything you need to know. This can result in you booking a property that will not be a good fit for what you are looking for. Our detail platform and helpful team can also make it easy for you to find a vacation rental with special accommodations for those in need. Simply let our team know what kind of features you require and we can find a property to fit your every need. You will not find a third-party service offering that level of support.
Save On Your Rental Cost
Every hard earned dollar should be used appropriately for your time here in Anna Maria Island. Treat yourself to a wonderful vacation with all of the exciting activities we have here locally. One thing that you should not spend more on however is unnecessary booking fees. Whenever you book through a third-party service, they will profit off your booking, usually with an additional booking fee that is a percentage of your reservation cost. This is added to your total cost making your rental more expensive than it would be if you booked direct. That’s right, when you book your vacation rental directly through us you will not find extra hidden fees. You will be able to see the total cost of your reservation when you confirm the details of your trip. It is as simple as that.More Flexibility with Your Options
Booking direct can also offer more flexibility when it comes to your vacation reservation. Sometimes life can come at you in unexpected ways that will try to interfere with your planned trip to Anna Maria Island. Luckily our team here at Seabreeze Vacation can help you with your reservation and any changes that may need to be made. You will find that making any changes to your reservation through a third-party service to be quite difficult. These changes can take time as the third-party service is often the middleman for your booking. Additionally, we may not be able to adjust reservations made through third-party services since they are the service making the booking. Cut out all unnecessary middle grounds and simply book direct. You will find it to be a much easier process for everyone involved.