Cheap flights To Anastasia Island (DAB) from $52

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Cheap Flights to Anastasia Island from $52 One Way, $96 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Sep 1 - Thu, Sep 10
BDL
Bradley Intl.
MCO
Orlando Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Bradley Intl. to Orlando Intl., returning Thu, Sep 10, priced at $96 found 3 days ago
Tue, Sep 1 - Thu, Sep 10
BDL
Bradley Intl.
MCO
Orlando Intl.
$99 Roundtrip, found 3 days ago
$99
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Bradley Intl. to Orlando Intl., returning Thu, Sep 10, priced at $99 found 3 days ago
Tue, Sep 1 - Thu, Sep 10
BDL
Bradley Intl.
MCO
Orlando Intl.
$101 Roundtrip, found 3 days ago
$101
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Bradley Intl. to Orlando Intl., returning Thu, Sep 10, priced at $101 found 3 days ago
Wed, Oct 28 - Sat, Oct 31
PVD
T.F. Green
DAB
Daytona Beach Intl.
$102 Roundtrip, found 4 hours ago
$102
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from T.F. Green to Daytona Beach Intl., returning Sat, Oct 31, priced at $102 found 4 hours ago
Mon, Sep 28 - Mon, Oct 5
BDL
Bradley Intl.
JAX
Jacksonville Intl.
$112 Roundtrip, found 18 hours ago
$112
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Mon, Sep 28 from Bradley Intl. to Jacksonville Intl., returning Mon, Oct 5, priced at $112 found 18 hours ago
Sat, Oct 24 - Sat, Oct 31
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Oct 24 from Portsmouth Intl. to Orlando Intl., returning Sat, Oct 31, priced at $112 found 2 hours ago
Sat, Sep 5 - Sat, Sep 12
PVD
T.F. Green
JAX
Jacksonville Intl.
$114 Roundtrip, found 2 days ago
$114
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from T.F. Green to Jacksonville Intl., returning Sat, Sep 12, priced at $114 found 2 days ago
Sat, Aug 22 - Sat, Aug 29
BOS
Logan Intl.
MCO
Orlando Intl.
$144 Roundtrip, just found
$144
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 22 from Logan Intl. to Orlando Intl., returning Sat, Aug 29, priced at $144 just found
Thu, Feb 4 - Sun, Feb 7
BDL
Bradley Intl.
DAB
Daytona Beach Intl.
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Feb 4 from Bradley Intl. to Daytona Beach Intl., returning Sun, Feb 7, priced at $153 found 2 days ago
Wed, Aug 26 - Wed, Sep 2
PVD
T.F. Green
MCO
Orlando Intl.
$173 Roundtrip, found 2 hours ago
$173
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from T.F. Green to Orlando Intl., returning Wed, Sep 2, priced at $173 found 2 hours ago

Anastasia Island Flight Information

Traveling To
Anastasia Island
Destination Airport IATA Code
DAB
Number of Airlines Serving
Airlines
Breeze Airways, Frontier Airlines, Southwest Airlines
Flight Price
$96
Earliest Departing Flight
Latest Departing Flight

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Anastasia Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0-star property

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Aug 23 - Aug 26

3 night stay

Detroit (DTW) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $399, price is now $236 per person
$236
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Aug 21 - Aug 24

3 night stay

Detroit (DTW) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $676, price is now $356 per person
$356
per person
found 1 day ago
WorldQuest Orlando Resort
4.0-star property

WorldQuest Orlando Resort

Aug 27 - Sep 2

6 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Breeze Airways • Non-stop • Coach

Orlando (MCO) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $918, price is now $527 per person
$527
per person
found 1 day ago
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Anastasia Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
2.0-star property

Seasons Florida Resort

9/10 Wonderful! (3,664 reviews)

Aug 23 - Aug 30

7 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $911, price is now $574 per person
$574
per person
found 1 day ago
The hotel was very clean and the staff we're very kind and welcoming! There's plenty of parking, and the AC is very powerful in the room!

Reviewed on Jul 14, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark
4.0-star property

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

9.2/10 Wonderful! (1,003 reviews)

Aug 21 - Aug 26

5 night stay

New York (NYC) to Orlando (MCO)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,746, price is now $1,119 per person
$1,119
per person
found 1 day ago
Clean and beautiful

Reviewed on Jul 15, 2026

The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,129 reviews)

Aug 23 - Aug 30

7 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,337, price is now $890 per person
$890
per person
found 1 day ago

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Anastasia Island
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Anastasia Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,129 reviews)

Aug 23 - Aug 30

7 night stay

New York (JFK) to Orlando (MCO)

Delta • FirstClass

Orlando (MCO) to New York (JFK)

American Airlines • FirstClass
Price was $1,758, price is now $1,272 per person
$1,272
per person
found 1 day ago

Reunion Resort & Golf Club
5.0-star property

Reunion Resort & Golf Club

8.8/10 Excellent! (1,576 reviews)

Aug 23 - Aug 30

7 night stay

New York (JFK) to Orlando (MCO)

Delta • FirstClass

Orlando (MCO) to New York (JFK)

American Airlines • FirstClass
Price was $1,905, price is now $1,401 per person
$1,401
per person
found 1 day ago
Nos hospedamos en una villa superior de tres habitaciones por un torneo juvenil de golf. La villa era amplia y la ubicación resultó muy conveniente para acceder a las canchas, que son el principal punto fuerte del resort. También agradecemos que finalmente nos permitieran hacer el check-out a las 12:00. Sin embargo, la experiencia de alojamiento estuvo por debajo de lo esperado. El check-in fue rápido, pero prácticamente no recibimos información sobre el resort, los servicios incluidos ni nuestros beneficios Expedia Gold. La reserva indicaba pases para el parque acuático, una botella de vino de cortesía, posible upgrade y late check-out sujetos a disponibilidad, pero nada de esto fue explicado ni ofrecido espontáneamente. En la villa encontramos cucarachas muertas. El lavavajillas no funcionaba correctamente y varios platos que estaban guardados tenían grasa y suciedad. También se escuchaban con mucha intensidad las pisadas y los ruidos de la unidad superior. El fitness center estaba sucio, muy deteriorado y necesitaba mantenimiento urgente. Algunos accesorios de las máquinas estaban excesivamente desgastados y parecían próximos a romperse. Las canchas de golf son muy buenas, pero la limpieza, el mantenimiento y la comunicación del alojamiento deben mejorar considerablemente. No elegiría volver a hospedarme aquí, salvo por la necesidad específica de participar en un torneo.

Reviewed on Jul 13, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark
4.0-star property

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

9.2/10 Wonderful! (1,003 reviews)

Aug 23 - Aug 29

6 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

United • Roundtrip • FirstClass
Price was $2,493, price is now $1,847 per person
$1,847
per person
found 1 day ago
Clean and beautiful

Reviewed on Jul 15, 2026

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Anastasia Island

Finding cheap flights to Anastasia Island is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Anastasia Island flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Anastasia Island through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Anastasia Island—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Anastasia Island flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Anastasia Island with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

How much is a flight to Anastasia Island?
Travelers from far and wide landed round-trip flight deals ranging between $96 and $173 this week. Arriving from Hartford (BDL)? The cheapest one-way fares were just $52.
How to book the cheapest flight to Anastasia Island?
Using Orbitz, you'll find some of the most exciting flight deals around from a great range of airlines. But if you'd love to boost your prospects of landing cheap flights to Anastasia Island, here are some tips to follow:

  • Consider departing from or arriving at other airports for a cheaper fare. Enter your preferred departure and arrival airports in the form fields, then select the 'Nearby airports' function below. It will list the available options.
  • Also, click on the 'Show flexible dates' link to bring up the fares on days around your selected departure. It's possible to pick up cheaper flight deals if you're flexible with your plans.
  • To refine your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • The early bird catches the most impressive deals, so book your tickets the moment you know your travel dates. The cheapest fares are quick to sell out and prices generally climb as the departure date nears.
  • Combine your flights, hotels and car rental into a value-for-money package deal. Save your money for things you're really excited about, like exploring Anastasia Island.
  • Flying during the busy season can mean costly airfares. Try to plan your vacation outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

What is the best time to book a flight to Anastasia Island?
Generally speaking, January is the best time to book your plane ticket. This is closely followed by February and August. Bear this in mind while you look for a cheap flight to Anastasia Island.
What day of the week is the cheapest to book a flight to Anastasia Island?
If you're after inexpensive airfares to Anastasia Island, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Anastasia Island?
According to Orbitz data from 2020, Monday is normally the best day to score cheap flights to Anastasia Island. Tuesday also offers more affordable fares, while Saturday has the highest ticket prices. Although leaving at the weekend can be more suitable, you'll have more money to play with if you take off early in the week.
What is the cheapest month to fly to Anastasia Island?
To secure cheap flights to Anastasia Island, you should fly out in August. If getting a great deal on your plane ticket is your top priority, Orbitz data has found that this is generally an excellent month to travel. June is when fares are the most expensive.
Which airlines allow free cancellation?
If you think your travel plans could change, Orbitz can help you lock in a flexible ticket. All you need to do is click on "Filter by flexible change policies" when searching for your Anastasia Island flights. We'll show you airlines that include free cancellation within 24 hours and no change fees — in addition to our awesome low prices.
What do I need for the flight to Anastasia Island?
Whether you're familiar with flying or it's your first time in the air, it helps to be organized when traveling. Here are some tips and things to take into consideration:

  • For starters, you'll need to take all relevant travel documents and identification. How much is influenced by where you're taking off from. When reserving your ticket, you should always use the same name, gender and birth date listed on your government-issued ID.
  • A well-packed carry-on bag is just the ticket for flying in comfort. Given your flight to Anastasia Island is no quick hop, take some snacks and things to keep you busy. Something to read is sure to help pass the time.
  • No matter what the season is at your destination, plane cabins (and airports) can get quite cold. Bring a sweater on the flight with you to stay cozy and warm.

How do I get cheap first-class/business deals to Anastasia Island?
There are ways of booking first or business-class fares to Anastasia Island that won't burn a hole through your wallet. Snap up a seat at the front of the plane for less with these handy tips:

  • Being flexible isn't just a yoga thing. Avoid locking in your travel dates so you can pick up cheaper airfares when a big sale drops.
  • Many budget airlines offer outstanding business or premium-class seating that doesn't cost an arm and a leg.
  • Bid for an upgrade in online auctions or upgrade your fare through your loyalty program.

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.