Cheap flights To Anastasia Island (DAB) from $44

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Cheap Flights to Anastasia Island from $44 One Way, $87 Round Trip

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

Sat, Aug 30 - Wed, Sep 3
BOS
Logan Intl.
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 30 from Logan Intl. to Orlando Intl., returning Wed, Sep 3, priced at $87 just found
Sat, Aug 30 - Wed, Sep 3
LGA
LaGuardia
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 30 from LaGuardia to Orlando Intl., returning Wed, Sep 3, priced at $87 just found
Wed, Sep 24 - Wed, Oct 22
LGA
LaGuardia
MCO
Orlando Intl.
$92 Roundtrip, found 6 days ago
$92
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Sep 24 from LaGuardia to Orlando Intl., returning Wed, Oct 22, priced at $92 found 6 days ago
Wed, Aug 27 - Wed, Sep 10
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$92 Roundtrip, found 1 hour ago
$92
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Aug 27 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Sep 10, priced at $92 found 1 hour ago
Sat, Aug 23 - Sun, Sep 7
LGA
LaGuardia
MCO
Orlando Intl.
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 23 from LaGuardia to Orlando Intl., returning Sun, Sep 7, priced at $94 just found
Mon, Oct 20 - Sat, Oct 25
LGA
LaGuardia
MCO
Orlando Intl.
$95 Roundtrip, just found
$95
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 20 from LaGuardia to Orlando Intl., returning Sat, Oct 25, priced at $95 just found
Fri, Sep 12 - Mon, Sep 15
LGA
LaGuardia
MCO
Orlando Intl.
$97 Roundtrip, found 1 hour ago
$97
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Sep 12 from LaGuardia to Orlando Intl., returning Mon, Sep 15, priced at $97 found 1 hour ago
Wed, Sep 10 - Sat, Sep 13
LGA
LaGuardia
MCO
Orlando Intl.
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, Sep 10 from LaGuardia to Orlando Intl., returning Sat, Sep 13, priced at $98 found 2 hours ago
Fri, Oct 24 - Mon, Oct 27
LGA
LaGuardia
MCO
Orlando Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Oct 24 from LaGuardia to Orlando Intl., returning Mon, Oct 27, priced at $100 just found
Wed, Oct 15 - Wed, Oct 22
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Oct 15 from Portsmouth Intl. to Orlando Intl., returning Wed, Oct 22, priced at $102 just found

Anastasia Island Flight Information

Traveling To
Anastasia Island
Destination Airport IATA Code
DAB
Number of Airlines Serving
Airlines
Spirit Airlines, Breeze Airways, Frontier Airlines, United, Southwest Airlines
Flight Price
$87
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.
Seasons Florida Resort
2.0-star property

Seasons Florida Resort

Sep 8 - Sep 15

7 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Sep 14 - Sep 20

6 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Breeze Airways • Coach
per person
found 1 day ago
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Sep 8 - Sep 15

7 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
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.
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
3.0-star property

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8.4/10 Very Good! (1,145 reviews)

Sep 23 - Sep 27

4 night stay

San Juan (SJU) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
per person
just found
No safe box, no transportation to every park

Reviewed on Apr 26, 2025

Rosen Shingle Creek
4.5-star property

Rosen Shingle Creek

9.4/10 Exceptional! (3,875 reviews)

Sep 23 - Sep 27

4 night stay

San Juan (SJU) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
per person
just found
3.5/5 – Beautiful Property, but a Few Things Missed the Mark We stayed at Rosen Shingle Creek for a weekend getaway and overall, the resort is beautiful. Our room was spacious, clean, and comfortable, which we really appreciated. However, there were a couple of disappointments that took away from the experience. Unfortunately, we had no TV service the entire weekend, which was frustrating especially during downtime in the evenings. We also golfed during our stay, and while the course was gorgeous, most of the coolers were out of water — right in the middle of one of the hottest days of the summer. Staying hydrated is essential, and that definitely could have been handled better. It’s a nice resort and we still had a good time, but with a few improvements, the experience could’ve been much better.

Reviewed on Jul 20, 2025

JW Marriott Orlando Grande Lakes
4.0-star property

JW Marriott Orlando Grande Lakes

9/10 Wonderful! (1,026 reviews)

Sep 23 - Sep 27

4 night stay

San Juan (SJU) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
per person
just found
Beautiful resort and absolutely amazing service

Reviewed on Aug 1, 2025

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Anastasia Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,097 reviews)

Sep 24 - Sep 26

2 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 13 hours ago
Su organización y limpieza.

Reviewed on Jul 29, 2025

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

Westgate Palace Hotel / Universal / I-Drive

8.6/10 Excellent! (1,006 reviews)

Sep 24 - Sep 26

2 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 13 hours ago
Only thing that we complained was bed sheets were dirty and floor in one of the room full of hair.

Reviewed on Jul 3, 2025

Club Wyndham Bonnet Creek
3.5-star property

Club Wyndham Bonnet Creek

9.2/10 Wonderful! (1,002 reviews)

Sep 24 - Sep 26

2 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 13 hours ago
Check in 3 step process. Wait in line to check in. Then you get directed to a staff member who asks you for additional contact information to set you up for part 3: a sales pitch to convince you to buy into their timeshare. You can’t avoid the timeshare pitch as that person gives you the ‘security key’ to get you into the front gate. Of course, the check in person could give you this, but it’s part of the hard sell timeshare process. I won’t stay here again.

Reviewed on Oct 9, 2024

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Anastasia Island

Save money on your flights to Anastasia Island as well as on hotel and car packages.

 

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Frequently asked questions

How much is a flight to Anastasia Island?
Travelers from far and wide landed round-trip flight deals ranging between $87 and $102 this week. Arriving from Boston (BOS)? The cheapest one-way fares were just $44.
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.

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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.