Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 400 airlines and 321,000 hotels worldwide.

FREE 24 hour cancellation on most flights

It's time to fly. What's waiting for you in Anna Maria?

Perhaps you’re searching cheap flights to Anna Maria for a much-needed vacation or you simply have to roll in to see the relatives. Either way, we say rock that family reunion. Tell one too many stories at the hotel bar. Traveling for work? Crush it. If you lie back and relax without your cell phone, we won’t tell.

In the end you want to score a great deal and have a fantastic time, right? Flying is a small part of the whole adventure. We get that. Wherever you’re excited to go – or get away from – start this story with Hotwire’s cheap flights to Anna Maria.

Not sure how to get the best price on plane tickets to Anna Maria?

We know there are some airline aficionados out there. If you don’t know the industry like the back of your hand, don’t worry. You can make spending less look good with our booking tips.

Search certain days of the week for Anna Maria flights

For better savings, consider departing on a Wednesday, Thursday or Saturday. Return on a Sunday, Tuesday or Wednesday. International deals are often available when departing Monday through Thursday.

Change up your days for cheaper weekend getaways

Jetting off on Thursday and returning on Sunday is generally less expensive than flying on Friday and returning on Monday.

Stay a Saturday night to play more

Spending the weekend at your destination will generally result in lower airfares. We’re all for that.

Consider alternate airports when searching Anna Maria flights

Other nearby airports may offer different fares from your current search results. Clicking “Nearby Airports” after your initial search will give a list of the closest options.

See a fare that you like? Pounce!

Coordinate with your travel buddies before searching and you’ll be able to act quickly when it’s time to book. Airline ticket prices often change in minutes. We know you’re combing for the best prices but so is everyone else! If the deal is right, snag it and feel the sweet satisfaction of booking victory.

Fly during the off-peak season

Certain travel destinations have especially high volume during particular seasons. For example, Europe, Hawaii and Alaska are big hits in the summer. Florida, New Orleans and Southern California are the most popular in springtime. Winter is prime for Mexico and the Caribbean, as well as ski and snowboard destinations like the Colorado Rockies. In the autumn, Northern California, the Pacific Northwest and New England draw visitors. Flying during less popular periods can mean extra money in your wallet – yes, please!

Last Minute Hotel Deals in Anna Maria

See all 480 Properties in Anna Maria
Anna Maria Beach Cottages

Anna Maria Beach Cottages

112 Oak Ave, Anna Maria
    3.0 out of 5.0

    Situated near the beach, this cottage is within a 15-minute walk of Island Players, Bean Point Beach, and Anna Maria Island Museum and Historical Park. Historic ...

    Anna Maria Beach CottagesGet Rates

    Sunrise Garden Resort

    Sunrise Garden Resort

    512 Spring Avenue, Anna Maria
      3.0 out of 5.0

      Situated near the beach, this condo building is steps from Historic Green Village and Anna Maria City Pier. Anna Maria Island Museum and Historical Park and ...

      Sunrise Garden ResortGet Rates

      Villa Marisol

      Villa Marisol

      797 North Shore Drive, Anna Maria
        5.0 out of 5.0

        Located in Anna Maria, this beachfront villa is next to a golf course and within 1 mi (2 km) of Bean Point Beach, Anna Maria City Pier, and Island Players. Anna ...

        Villa MarisolGet Rates

        Southern Breeze 2 Apartment 2

        Southern Breeze 2 Apartment 2

        607 Fern Street, Anna Maria
          3.5 out of 5.0

          Situated in Anna Maria, this apartment building is close to Bean Point Beach, Historic Green Village, and Anna Maria Island Museum and Historical Park. Also ...

          Southern Breeze 2 Apartment 2Get Rates