$144 Cheap flight deals from Hagerstown (DCA) to Anna Maria Island (PIE)

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This Weekend's Flight Deals from Hagerstown to Anna Maria Island

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Apr 26 - Wed, Apr 29
BWI
Baltimore Washington Intl. Thurgood Marshall
SRQ
Sarasota-Bradenton Intl.
$360 Roundtrip, found 4 days ago
$360
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Apr 26 from Baltimore Washington Intl. Thurgood Marshall to Sarasota-Bradenton Intl., returning Wed, Apr 29, priced at $360 found 4 days ago
Fri, Apr 24 - Tue, Apr 28
DCA
Ronald Reagan Washington National
SRQ
Sarasota-Bradenton Intl.
$406 Roundtrip, found 1 day ago
$406
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Apr 24 from Ronald Reagan Washington National to Sarasota-Bradenton Intl., returning Tue, Apr 28, priced at $406 found 1 day ago
Sun, Apr 26 - Wed, Apr 29
IAD
Washington Dulles Intl.
SRQ
Sarasota-Bradenton Intl.
$847 Roundtrip, found 4 days ago
$847
Roundtrip
found 4 days ago
Select United flight, departing Sun, Apr 26 from Washington Dulles Intl. to Sarasota-Bradenton Intl., returning Wed, Apr 29, priced at $847 found 4 days ago

Airfares from $144 One Way, $295 Round Trip from Hagerstown to Anna Maria Island

Prices starting at $295 for return flights and $144 for one-way flights to Anna Maria Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Aug 25 - Sat, Aug 29
DCA
Washington
SRQ
Sarasota
$295 Roundtrip, found 16 hours ago
$295
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Aug 25 from Washington to Sarasota, returning Sat, Aug 29, priced at $295 found 16 hours ago
Tue, Aug 25 - Sat, Aug 29
DCA
Washington
SRQ
Sarasota
$305 Roundtrip, found 16 hours ago
$305
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Aug 25 from Washington to Sarasota, returning Sat, Aug 29, priced at $305 found 16 hours ago
Sat, May 9 - Sat, May 16
DCA
Washington
SRQ
Sarasota
$312 Roundtrip, found 14 hours ago
$312
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Sat, May 9 from Washington to Sarasota, returning Sat, May 16, priced at $312 found 14 hours ago
Wed, Jun 17 - Wed, Jul 8
DCA
Washington
SRQ
Sarasota
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jun 17 from Washington to Sarasota, returning Wed, Jul 8, priced at $313 found 2 days ago
Tue, Aug 25 - Sat, Aug 29
IAD
Washington
SRQ
Sarasota
$315 Roundtrip, found 16 hours ago
$315
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Aug 25 from Washington to Sarasota, returning Sat, Aug 29, priced at $315 found 16 hours ago

Anna Maria Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Sarasota - I-75 Bee Ridge
2.5-star property

Hampton Inn Sarasota - I-75 Bee Ridge

8.6/10 Excellent! (422 reviews)

Jun 11 - Jun 14

3 night stay

Baltimore (BWI) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $828, price is now $498 per person
$498
per person
found 1 day ago
Hotel was clean with good breakfast.

Reviewed on Mar 18, 2026

Kompose Boutique Hotel
3.0-star property

Kompose Boutique Hotel

9.2/10 Wonderful! (5,236 reviews)

May 19 - May 24

5 night stay

Baltimore (BWI) to Tampa (TPA)

Southwest Airlines • Coach

Tampa (TPA) to Baltimore (BWI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $998, price is now $642 per person
$642
per person
found 1 day ago
Beds were soooo comfy. Breakfast so good. Nice and close to the airport but no noise at all. Highly recommend.

Reviewed on Apr 3, 2026

Cedar Cove Resort and Cottages
3.0-star property

Cedar Cove Resort and Cottages

9.2/10 Wonderful! (497 reviews)

May 23 - May 27

4 night stay

Washington (DCA) to Sarasota (SRQ)

American Airlines • Coach

Sarasota (SRQ) to Washington (DCA)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,729, price is now $1,145 per person
$1,145
per person
found 1 day ago
Extremely clean. Friendly, helpful staff that went above and beyond. I traveled with my teenage daughter and her friend and we never once felt unsafe. I was fine using the free trolley transportation up and down the island, but the girls talked me into renting a golf cart. That did provide more freedom for our short time there. The resort has golf carts for rent. We will definitely be back!

Reviewed on Aug 10, 2025

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Anna Maria Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel
2.0-star property

ChartHouse Clearwater Beach Marina Hotel

9.6/10 Exceptional! (906 reviews)

Jun 4 - Jun 10

6 night stay

Washington (DCA) to Tampa (TPA)

American Airlines • Non-stop • FirstClass

Tampa (TPA) to Washington (DCA)

Delta • Non-stop • FirstClass
Price was $1,585, price is now $1,224 per person
$1,224
per person
found 2 hours ago
Clean, spacious room with a nice view. Best part was heated pool for kids as the weather was too cold for the beach.

Reviewed on Feb 15, 2026

Ocean Club Treasure Island Hotel
4.0-star property

Ocean Club Treasure Island Hotel

9.6/10 Exceptional! (889 reviews)

Jun 4 - Jun 10

6 night stay

Washington (DCA) to Tampa (TPA)

American Airlines • Non-stop • FirstClass

Tampa (TPA) to Washington (DCA)

Delta • Non-stop • FirstClass
Price was $2,246, price is now $1,594 per person
$1,594
per person
found 2 hours ago
Great spot, had a great time

Reviewed on Dec 4, 2025

Wyndham Grand Clearwater Beach
4.0-star property

Wyndham Grand Clearwater Beach

9.4/10 Exceptional! (3,155 reviews)

Jun 4 - Jun 10

6 night stay

Washington (DCA) to Tampa (TPA)

American Airlines • Non-stop • FirstClass

Tampa (TPA) to Washington (DCA)

Delta • Non-stop • FirstClass
Price was $2,163, price is now $1,646 per person
$1,646
per person
found 2 hours ago
Incredible staff, incredible location and amenities.

Reviewed on Nov 6, 2025

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More About Flying To Anna Maria Island from Hagerstown

Route Information for Flights from Hagerstown to Anna Maria Island

Origin Airport IATA Code
DCA
Destination Airport IATA Code
PIE
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Hagerstown to Anna Maria Island

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.