Anna Maria Holidays

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Things to do in and around Anna Maria

Anna Maria, Florida, is a delightful destination for beach lovers and outdoor enthusiasts alike. Visitors can enjoy activities such as sailing, spending leisurely days at the beach, and exploring the island via the charming trolley. Adventure Island offers exciting water slides, ensuring a fun-filled experience for families. Additionally, the area features resorts and recreational spaces, along with a shopping mall for those looking to indulge in retail therapy.

Shopping

For a delightful shopping experience, visit West Coast Surf Shop, just 4.8km away, perfect for beachwear and souvenirs. Bridge Street, located 8.0km away, offers charming boutiques. If you're up for a drive, Ellenton Premium Outlets, 22.5km away, boasts a variety of brands and entertainment options.

Recreation

Experience the magic of the Island Players theatre, where captivating performances evoke romance and culture. For rejuvenation, Aluna Wellness Center & Spa offers tranquil body treatments just 6.4km away, perfect for relaxation. Meanwhile, LECOM Park, 16.1km out, provides an exhilarating atmosphere for sports enthusiasts.

Adventure

Experience thrilling water sports with AMI Paddleboard Adventures, located 4.8km from Anna Maria, where you can enjoy outdoor fun. Dive into the underwater world with Blue Water Explorers, 8.0km away, and for family-friendly excitement, visit Astro Skate and Fun Center, 17.7km away for arcade adventures.

Nightlife

Experience the vibrant nightlife of Anna Maria with a visit to the lively Pine Avenue, where you can enjoy cocktails at the trendy Anna Maria Island Beach Café. For a more relaxed vibe, unwind at the charming Bridge Street Bistro, perfect for a casual evening with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Anna Maria

Anna Maria, Florida, is an idyllic destination for beach lovers and outdoor enthusiasts, offering stunning scenery and rich cultural experiences. Visitors can explore beautiful spots like Anna Maria Beach and the various beaches on Anna Maria Island, as well as delve into the local history at nearby museums. With its charming marina and captivating coastal landscapes, Anna Maria is perfect for those seeking relaxation and adventure in a picturesque setting.

  • IMG Academy: Located 16.1km from Anna Maria, IMG Academy is renowned for its sports training facilities. It offers a unique opportunity to witness elite athletes in training across various sports, making it an inspiring visit for sports enthusiasts.
  • Anna Maria Sound: Just 6.4km away, Anna Maria Sound is a picturesque harbour that boasts stunning beach scenery. Enjoy a relaxing day by the water, with opportunities for kayaking and watching local wildlife.
  • Bean Point Beach: Situated within Anna Maria, this beautiful cape is known for its breathtaking views and tranquil beach atmosphere. Ideal for a peaceful day of sunbathing and beachcombing along the pristine shoreline.

Best time to go to Anna Maria

The best time to visit Anna Maria can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Anna Maria falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Anna Maria falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
February64.8°F (18.2°C)No RainMostly SunnyAverageSlightly High
March67.8°F (19.9°C)No RainMostly SunnyAverageSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyHighAverage
June81.7°F (27.6°C)Light RainMostly SunnyHighAverage
July83.1°F (28.4°C)Light RainMostly SunnyHighAverage
August83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyLowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyLowSlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyLowAverage

Tips to save on your trip to Anna Maria

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Anna Maria.
  • Consider traveling to Anna Maria during the low season (September to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Anna Maria Beach Holiday

The smell of fresh sea air and beautiful coastal views are just the start of things you can look forward to on your Anna Maria holiday. If you want to save on your trip to Anna Maria, here's a tip — book one of our Anna Maria holiday deals. Lock in one near Palmetto Avenue Beach, only 0.97 kilometres from the centre of town and a must-do while here. Alternatively, pick a package that puts you close to Bay Boulevard Beach, another stunning coastline. Either way, you'll be left with extra money in your budget to have fun with.

Top hotels in Anna Maria

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8442 Palm Parkway Orlando FL
Fully refundableReserve now, pay when you stay
S$90
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (5,938 reviews)
"love this place"

Reviewed on 13 Aug, 2026

Rosen Inn Lake Buena Vista
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
Fully refundable
S$113
1 Sept - 2 Sept
includes taxes & fees
DoubleTree by Hilton at the Entrance to Universal Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
S$177
10 Sept - 11 Sept
includes taxes & fees
9.2/10 Wonderful! (6,439 reviews)
"Prop"

Reviewed on 13 Aug, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 255,934 properties in Florida
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Anna Maria attractions

A sandy beach with seagulls and a clear blue sky.

Bean Point Beach

10.0/10 (1 review)
If a restful holiday is part of your travel plans, Bean Point Beach might be the perfect place to visit during your trip to Anna Maria. Take in the museums and sunsets in the area.
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A small building with an American flag, surrounded by palm trees and a clear blue sky.

Anna Maria Island Museum and Historical Park

9.6/10 (10 reviews)
You can spend time studying the exhibits at Anna Maria Island Museum and Historical Park during your trip to Anna Maria. Wander the beautiful beaches and seaside in the area.
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A beach with white sand, sparse grass, and a cloudy sky.
Photo by Kirsten

Palmetto Avenue Beach

10.0/10 (2 reviews)
Why not spend a lazy afternoon at Palmetto Avenue Beach during your trip to Anna Maria? Wander the beaches or discover the area's sunrises.
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Anna Maria City Pier

9.6/10 (35 reviews)
After visiting Anna Maria City Pier, make a plan to see the other sights and activities in Anna Maria. Wander the beaches or discover the area's sunrises.
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Island Players

9.8/10 (8 reviews)
You can make plans for a show at Island Players during your stay in Anna Maria. Stroll along the area's seaside or simply savour its top-notch restaurants.
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Bayfront Park

9.2/10 (22 reviews)
After visiting Bayfront Park, make a plan to see the other sights and activities in Anna Maria. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
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Historic Green Village

9.8/10 (7 reviews)
You can browse for the perfect souvenirs at Historic Green Village during your stay in Anna Maria. Wander the beautiful beaches and seaside in the area.
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What to do in Anna Maria

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

S$140
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

S$97
per adult
90% of travellers recommend
Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

S$71
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
See all activities in Anna Maria

Frequently asked questions

How much does an Anna Maria holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Anna Maria costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Anna Maria?
January, September and October are great times to search for cheap Anna Maria holiday packages. Choosing to travel in less busy periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Anna Maria?
With about 5 days, you'll have enough time to visit popular neighbourhoods like Ilexhurst and Sunny Shores during your Anna Maria holiday. Be sure to also add Island Players and Bayfront Park to your must-see list. In the mood for more adventures? Consider venturing outside of Anna Maria on tours and day trips.
Is it worth booking a holiday package to Anna Maria?
Anna Maria has all the ingredients you need for a fantastic trip — nature, bars and pubs and coastal beaches are just the start. Whether you want to check out attractions such as Bean Point Beach and Palmetto Avenue Beach, or take the path less traveled, you'll find plenty to see and do on your Anna Maria holiday.
How to find the best Anna Maria package deals?
Use Expedia's handy filters to help you find some tempting Anna Maria package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Anna Maria package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book an Anna Maria holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Anna Maria holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Anna Maria?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Anna Maria getaway.
How to plan a trip to Anna Maria?
  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Anna Maria.
  2. Plan your budget wisely: As well as the price of your accommodation, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Anna Maria.
  3. Decide how long to go away for: Now that you know more about Anna Maria, you can work out the ideal length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, lock in the right Anna Maria holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.