Cheap flights To Anastasia Island (DAB) from $29

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Cheap Flights to Anastasia Island from $29 One Way, $58 Round Trip

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

Sun, Jan 25 - Thu, Jan 29
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Jan 25 from John F. Kennedy Intl. to Orlando Intl., returning Thu, Jan 29, priced at $58 just found
Sat, Feb 21 - Wed, Feb 25
BDL
Bradley Intl.
MCO
Orlando Intl.
$58 Roundtrip, found 20 hours ago
$58
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Bradley Intl. to Orlando Intl., returning Wed, Feb 25, priced at $58 found 20 hours ago
Sun, Feb 22 - Fri, Feb 27
ORF
Norfolk Intl.
MCO
Orlando Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Feb 22 from Norfolk Intl. to Orlando Intl., returning Fri, Feb 27, priced at $58 found 1 day ago
Sun, Feb 8 - Wed, Feb 11
BDL
Bradley Intl.
MCO
Orlando Intl.
$59 Roundtrip, found 17 hours ago
$59
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sun, Feb 8 from Bradley Intl. to Orlando Intl., returning Wed, Feb 11, priced at $59 found 17 hours ago
Fri, Feb 20 - Tue, Feb 24
ORF
Norfolk Intl.
MCO
Orlando Intl.
$63 Roundtrip, found 1 day ago
$63
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Feb 20 from Norfolk Intl. to Orlando Intl., returning Tue, Feb 24, priced at $63 found 1 day ago
Mon, Jan 12 - Sat, Jan 17
BDL
Bradley Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jan 12 from Bradley Intl. to Orlando Intl., returning Sat, Jan 17, priced at $68 found 1 hour ago
Thu, Jan 1 - Fri, Jan 9
BDL
Bradley Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 6 hours ago
$68
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Jan 1 from Bradley Intl. to Orlando Intl., returning Fri, Jan 9, priced at $68 found 6 hours ago
Thu, Feb 26 - Sun, Mar 1
ORF
Norfolk Intl.
MCO
Orlando Intl.
$69 Roundtrip, found 19 hours ago
$69
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Norfolk Intl. to Orlando Intl., returning Sun, Mar 1, priced at $69 found 19 hours ago
Wed, Jan 28 - Wed, Feb 4
BDL
Bradley Intl.
DAB
Daytona Beach Intl.
$82 Roundtrip, found 8 hours ago
$82
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jan 28 from Bradley Intl. to Daytona Beach Intl., returning Wed, Feb 4, priced at $82 found 8 hours ago
Wed, Sep 9 - Sat, Sep 12
BDL
Bradley Intl.
JAX
Jacksonville Intl.
$82 Roundtrip, found 17 hours ago
$82
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Sep 9 from Bradley Intl. to Jacksonville Intl., returning Sat, Sep 12, priced at $82 found 17 hours ago

Anastasia Island Flight Information

Traveling To
Anastasia Island
Destination Airport IATA Code
DAB
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways, Spirit Airlines
Flight Price
$58
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.
Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

Jan 29 - Feb 2

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $868, price is now $282 per person
$282
per person
found 1 day ago
The Shores Resort & Spa
4.0-star property

The Shores Resort & Spa

Jan 21 - Jan 25

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $814, price is now $333 per person
$333
per person
found 1 day ago
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Jan 27 - Feb 3

7 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $829, price is now $358 per person
$358
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.
CoCo Key Hotel and Water Resort 
3.5-star property

CoCo Key Hotel and Water Resort 

8/10 Very Good! (3,666 reviews)

Feb 7 - Feb 14

7 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $855, price is now $509 per person
$509
per person
found 16 hours ago
My wife didn't really care for the place! Pool area was the best part about this place.

Reviewed on Dec 2, 2025

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,085 reviews)

Feb 7 - Feb 14

7 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,485, price is now $721 per person
$721
per person
found 16 hours ago
The location is conveniently close to Universal, with a nearby 7-Eleven and several restaurants. The room is clean and pleasant, and parking is easily accessible.

Reviewed on Aug 6, 2025

Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (2,333 reviews)

Feb 3 - Feb 8

5 night stay

Detroit (DTW) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,242, price is now $699 per person
$699
per person
found 1 day ago
What a stunning and beautiful hotel. My son loved it also and having full access to the mall was a bonus!! Will definitely be back soon!

Reviewed on Dec 9, 2025

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Anastasia Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (2,333 reviews)

Feb 4 - Feb 8

4 night stay

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

United • Roundtrip • FirstClass
Price was $1,346, price is now $937 per person
$937
per person
found 22 hours ago
What a stunning and beautiful hotel. My son loved it also and having full access to the mall was a bonus!! Will definitely be back soon!

Reviewed on Dec 9, 2025

Harbor Island Beach Club by Villatel
2.0-star property

Harbor Island Beach Club by Villatel

9.4/10 Exceptional! (3 reviews)

Feb 4 - Feb 8

4 night stay

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

United • Roundtrip • FirstClass
Price was $2,144, price is now $1,589 per person
$1,589
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,085 reviews)

Feb 4 - Feb 8

4 night stay

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

United • Roundtrip • FirstClass
Price was $1,344, price is now $1,000 per person
$1,000
per person
found 22 hours ago
The location is conveniently close to Universal, with a nearby 7-Eleven and several restaurants. The room is clean and pleasant, and parking is easily accessible.

Reviewed on Aug 6, 2025

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Anastasia Island

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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Anastasia Island and Anastasia Island flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

How much is a flight to Anastasia Island?
Travelers from far and wide landed round-trip flight deals ranging between $58 and $82 this week. Arriving from New York (JFK)? The cheapest one-way fares were just $29.
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.