A marina with boats, a bridge, and high-rise buildings.

Anna Maria Vacation Packages

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Your Anna Maria Vacation

Say farewell to planning hassles and hello to a Anna Maria vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Village of the Arts, which is good for cafes, shopping and history. Anna Maria Beach, Cortez Beach and Bean Point Beach are just a few of the attractions worth checking out during your trip to Anna Maria. Don't put off visiting this destination any longer. The perfect Anna Maria vacation is just a few clicks away with Expedia.

Top Anna Maria vacation deals

Price found within the past 48 hours. Click for updated prices.
  • A modern building with a wooden facade, numbered 432 and 434, and a string of lights above the entrance.
    Dec 18 - Dec 23

    Blue Wave Suites + Flight

    Clearwater Beach
    5 nights
    2.0 star property
    9.6/10 - Exceptional (54 reviews)
    "The room was clean and perfect. Great location and a great place to stay!! Loved the outdoor balcony and so easy to check in and check out with the kiosk"
    Reviewed November 1, 2026
    Roundtrip • Hamilton (YHM) - Tampa (TPA)
    YHM - TPA • Nonstop TPA - YHM • Nonstop
    CA $1,255
    CA $842
    per traveller
    found 1 day ago
    Blue Wave Suites
  • A modern kitchen with a large island, white cabinetry, and a view of the beach.
    Jan 26 - Jan 30

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,317 reviews)
    "The hole property was very clean the staff was always cleaning doors, floors, windows everything.The room was great. The only dislike was the pool closing at dark."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,417
    CA $895
    per traveller
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • A modern living room with a large window, a sofa set, a coffee table, and a dining area.
    Jan 29 - Feb 1

    CW Resort + Flight

    Clearwater Beach
    3 nights
    4.0 star property
    9.4/10 - Exceptional (298 reviews)
    "This Hotel Has the Most Passive aggressive staff and owner I have ever encountered, They say yes while intentionally stalling, and practicing misleading information about the hotel, They use Subtle hostility, sarcasm, eye rolling and claiming misunderstanding of the situation . They play the victim and try to shift the blame elsewhere when called out. The Biggest is complaint I have is they absolutely HATE EXPEDIA travel site, I was told 5 times that since booked my vacation through EXPEDIA..."
    Reviewed November 7, 2026
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,531
    CA $995
    per traveller
    found 11 hours ago
    CW Resort
  • A beach with white sand, palm trees, and beach chairs under umbrellas.
    Jan 16 - Jan 22

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    6 nights
    3.0 star property
    9.4/10 - Exceptional (622 reviews)
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    Save 100% on your flight
    CA $2,633
    CA $1,731
    per traveller
    found 20 hours ago
    Cedar Cove Resort and Cottages
  • A balcony with wicker furniture overlooking a beach.
    Jan 26 - Jan 30

    The Avalon Club + Flight

    Clearwater Beach
    4 nights
    4.0 star property
    9.4/10 - Exceptional (620 reviews)
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,795
    CA $1,203
    per traveller
    found 1 day ago
    The Avalon Club

Discover the most popular places to visit in Anna Maria

A sunset over a grassy field with a path leading to the water.

Bean Point Beach

10.0/10 (1 review)
If a restful vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area.
See properties

What to do in Anna Maria

Manatee Discovery Anna Maria Island

Manatee Discovery Anna Maria Island

CA $78
per adult
0% of travellers recommend
Manatee Discovery Anna Maria Island
See all activities in Anna Maria

Anna Maria Hotel Deals

A coastal property with a pier extending into the sea, a beach, and a parking area with cars.

Sunrise Garden Resort

Sunrise Garden Resort
2.0 star property
0.1 km from Anna Maria
7.4 out of 10, Good, (6 reviews)
"Great."
The price is CA $194
CA $246 total
includes taxes & fees
Nov 11 - Nov 12
Sunrise Garden Resort
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.
See all properties in Anna Maria

Find out more about Anna Maria

Things to do in and around Anna Maria

Anna Maria, Florida, is perfect for beach lovers and outdoor enthusiasts. Visitors can enjoy a range of activities, including access to beautiful beaches, exciting dolphin cruises, and golf vacations. The area also offers a resort atmosphere and recreational spaces, along with shopping at local centres. Whether you're planning a day trip or seeking a relaxing getaway, Anna Maria has something for everyone, making it an ideal destination for a memorable vacation.

Shopping

For a unique shopping experience in Anna Maria, visit the West Coast Surf Shop, only 4.8km away, for beach gear and surfwear. The Bridge Street shopping area, 8.0km away, offers family-friendly shops. If you're up for a drive, check out the Red Barn Flea Market Plaza, located 17.7km away.

Recreation

At the Aluna Wellness Center & Spa, indulge in rejuvenating treatments that promote relaxation and well-being, just 6.4km from Anna Maria. Enjoy a cultural night at the Island Players theatre, offering entertainment for the whole family, while the IMG Bollettieri Tennis Academy provides an active retreat for sports enthusiasts, located 16.1km away.

Adventure

Experience thrilling paddleboarding at AMI Paddleboard Adventures, located 4.8km from Anna Maria, where you can enjoy the beautiful waters. Explore the underwater wonders with Blue Water Explorers, 8.0km away, or race at Andersen Race Park, a karting venue 14.8km from Anna Maria for an adrenaline rush.

Nightlife

Experience Anna Maria's vibrant nightlife at local favourites like The Waterfront Restaurant for live music and cocktails, or head to the Anna Maria Island Beach Cafe for a laid-back atmosphere. Enjoy a beachfront sunset while sipping drinks, and explore charming bars for a true island vibe.

Find the best attractions in and around Anna Maria

Anna Maria, Florida, is perfect for a beach and outdoor getaway, offering stunning scenery and cultural experiences. Popular attractions include the beautiful Anna Maria Beach and local history museums, as well as marinas for water activities. Whether you're looking to relax on the beach or explore the island's rich history, Anna Maria caters to all types of travellers seeking a memorable vacation.

  • Bean Point Beach: Experience the serene beauty of Bean Point Beach, a picturesque cape offering stunning views and a tranquil atmosphere. With its soft sands and gentle waves, it’s the perfect spot to relax and soak up the sun.
  • Bradenton Beach: Located a mere 1.3km from Anna Maria, Bradenton Beach boasts vibrant beach vibes and a lively atmosphere. Enjoy water activities, beachside dining, and beautiful sunsets that create unforgettable memories.
  • IMG Academy: Situated 16.1km away, IMG Academy is renowned for its sports training facilities. Explore the impressive campus, where aspiring athletes hone their skills, and perhaps catch a glimpse of future sports stars in action.

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.

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 during the off-peak season (typically September to November) for more affordable package holidays to Anna Maria.
  • 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.

Frequently Asked Questions

How much does an Anna Maria vacation package cost?

You'll find cheap prices from CA $842 on Expedia for your Anna Maria break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Anna Maria costs.

What are the cheapest months to go to Anna Maria?

If you're looking to snag a cheap Anna Maria vacation package, consider travelling in January, September and October. You'll usually find better rates on airfares and hotels during these quieter months — perfect for budget-conscious travellers.

How many days is enough for Anna Maria?

Anna Maria vacations can be as short or long as you like, but to really sink your teeth into this place, we reckon 5 days is a good ballpark. With this timeframe, you can visit major attractions like Bradenton Beach and Manatee Public Beach and seek out some underrated gems. Don't forget to explore neighbourhoods such as Ilexhurst and Sunny Shores either. If you're smart with your time, you can even schedule a day trip or two from Anna Maria too.

Is it worth booking a vacation package to Anna Maria?

Whether you want to explore key attractions such as Bean Point Beach and Palmetto Avenue Beach on your Anna Maria vacation, or coming for its excellent nature, bars and pubs and coastal beaches, there's something for everyone here. With so much to do, you'll soon learn why so many visitors think Anna Maria is a good vacation destination.

How to find the best Anna Maria package deals?

Use Expedia's handy filters to find some unbeatable Anna Maria package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Anna Maria package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.

Is it cheaper to book an Anna Maria vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a customized Anna Maria vacation by choosing your favourite accommodation type, airline and car class.

When to book a vacation package to Anna Maria?

If you've got your Anna Maria travel dates confirmed, book early to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for travelling on a whim.

How to plan a trip to Anna Maria?

  1. Choose your dates: What you want to do in Anna Maria and your favourite season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Anna Maria.
  3. Decide how long to go away for: Now that you know more about Anna Maria, you can figure out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Anna Maria vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.