Cheap Flights to Anastasia Island from $31

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How Much Does it Cost To Fly To Anastasia Island?

The cheapest prices found with in the last 7 days for return flights were $61 and $31 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Mar 10 - Wed, Mar 11
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$61 Roundtrip, just found
$61
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Mar 10 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Mar 11, priced at $61 just found
OriginDestinationTravel DatesFlights From*
LGAOrlandoMarch 10 to March 11$61
JFKOrlandoMarch 10 to March 11$61
EWROrlandoMay 19 to May 21$66
TTNOrlandoMay 2 to May 9$73
PHLJacksonvilleApril 12 to April 17$98
BOSOrlandoMay 5 to May 9$99
DCAJacksonvilleApril 29 to May 6$141
DCAOrlandoMay 13 to May 13$143
JFKDaytona BeachMay 3 to May 12$157
DFWJacksonvilleApril 12 to April 16$160
EWRJacksonvilleApril 13 to April 18$160
BOSJacksonvilleMarch 10 to March 10$166
EWRDaytona BeachApril 7 to April 21$197
AUSJacksonvilleMay 20 to May 26$257
AUSDaytona BeachMay 2 to May 9$277
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TTNOrlandoMarch 1 to March 6$89
LGAOrlandoFebruary 28 to March 7$135
BWIOrlandoMarch 1 to March 6$137
EWROrlandoFebruary 28 to March 7$138
PSMOrlandoMarch 1 to March 5$152
JFKDaytona BeachMarch 1 to March 4$172
JFKDaytona BeachMarch 1 to March 4$172
PHLJacksonvilleFebruary 28 to March 2$202
BOSDaytona BeachMarch 1 to March 11$237
BOSJacksonvilleMarch 1 to March 4$238
DCAJacksonvilleFebruary 28 to March 4$239
BWIJacksonvilleFebruary 27 to March 2$350
DFWDaytona BeachFebruary 28 to March 2$498
BWIDaytona BeachMarch 1 to March 20$510
AUSDaytona BeachFebruary 28 to March 5$572
*Prices include taxes and fees

Anastasia Island Flight Information

Traveling to
Anastasia Island
Lowest Price
$61
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Anastasia Island Accommodation Deals

Ocean Breeze Inn

Ocean Breeze Inn

2 out of 5
311 A1A Beach Boulevard St. Augustine FL
The price is $112 total per night from Mar 3 to Mar 4
$112 total
per night
Mar 3 - Mar 4
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and 3 beach bars. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,083 reviews)
Nice and quiet

Reviewed on Feb 21, 2026

Opens in a new windowOcean Breeze Inn
Regency Inn & Suites

Regency Inn & Suites

2 out of 5
331 A1a Beach Blvd St. Augustine FL
The price is $76 total per night from Feb 23 to Feb 24
$76 total
per night
Feb 23 - Feb 24
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,197 reviews)
Live that place… very nice

Reviewed on Feb 19, 2026

Opens in a new windowRegency Inn & Suites
Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn

2 out of 5
3955 A1A South Street St. Augustine FL
The price is $94 total per night from Feb 23 to Feb 24
$94 total
per night
Feb 23 - Feb 24
Stay at this motel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
Everything is wonderful, friendly staff, clean room, wonderful amenities

Reviewed on Feb 20, 2026

Opens in a new windowAmericas Best Value Inn Ocean Inn
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The Anastasia Inn

The Anastasia Inn

2.5 out of 5
218 Anastasia Boulevard St. Augustine FL
The price is $77 total per night from Feb 23 to Feb 24
$77 total
per night
Feb 23 - Feb 24
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,006 reviews)
A very simple set up but very very clean. We were met by a very accommodating young gentleman.

Reviewed on Feb 21, 2026

Opens in a new windowThe Anastasia Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Anastasia Island

Ocean Breeze Inn

Ocean Breeze Inn

2 out of 5
311 A1A Beach Boulevard St. Augustine FL
The price is $112 total per night from Mar 3 to Mar 4
$112 total
per night
Mar 3 - Mar 4
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and 3 beach bars. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,083 reviews)
Nice and quiet

Reviewed on Feb 21, 2026

Opens in a new windowOcean Breeze Inn
Quality Inn & Suites St Augustine Beach Area

Quality Inn & Suites St Augustine Beach Area

2.5 out of 5
901 A1A Beach Blvd St. Augustine FL
The price is $84 total per night from Feb 24 to Feb 25
$84 total
per night
Feb 24 - Feb 25
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7/10 Good! (1,003 reviews)
Clean and just roomy enough for two.

Reviewed on Feb 17, 2026

Opens in a new windowQuality Inn & Suites St Augustine Beach Area
Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

3 out of 5
530 A1a Beach Blvd St. Augustine FL
The price is $160 total per night from Feb 25 to Feb 26
$160 total
per night
Feb 25 - Feb 26
Stay at this hotel in St. Augustine. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (52 reviews)
Room was large and spacious. Staff was friendly and very helpful. Would stay here again

Reviewed on Feb 17, 2026

Opens in a new windowCastillo Real St. Augustine Beach,Tapestry Collection Hilton
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Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn

2 out of 5
3955 A1A South Street St. Augustine FL
The price is $94 total per night from Feb 23 to Feb 24
$94 total
per night
Feb 23 - Feb 24
Stay at this motel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
Everything is wonderful, friendly staff, clean room, wonderful amenities

Reviewed on Feb 20, 2026

Opens in a new windowAmericas Best Value Inn Ocean Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Anastasia Island

Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

3 out of 5
605 A1A Beach Boulevard St. Augustine FL
The price is $129 total per night from Feb 23 to Feb 24
$129 total
per night
Feb 23 - Feb 24
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,005 reviews)
Room was dirty

Reviewed on Feb 20, 2026

Opens in a new windowCourtyard by Marriott St. Augustine Beach
Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

3 out of 5
530 A1a Beach Blvd St. Augustine FL
The price is $160 total per night from Feb 25 to Feb 26
$160 total
per night
Feb 25 - Feb 26
Stay at this hotel in St. Augustine. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (52 reviews)
Room was large and spacious. Staff was friendly and very helpful. Would stay here again

Reviewed on Feb 17, 2026

Opens in a new windowCastillo Real St. Augustine Beach,Tapestry Collection Hilton
Ocean Breeze Inn

Ocean Breeze Inn

2 out of 5
311 A1A Beach Boulevard St. Augustine FL
The price is $112 total per night from Mar 3 to Mar 4
$112 total
per night
Mar 3 - Mar 4
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and 3 beach bars. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,083 reviews)
Nice and quiet

Reviewed on Feb 21, 2026

Opens in a new windowOcean Breeze Inn
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La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites

2.5 out of 5
810 A1a Beach Blvd St. Augustine FL
The price is $156 total per night from Mar 8 to Mar 9
$156 total
per night
Mar 8 - Mar 9
Stay at this motel in St. Augustine. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,007 reviews)
It’s was a beautiful place, very quiet and friendly, beach access was great, breakfast as prefect. Clean and lots of Towels!!!

Reviewed on Feb 17, 2026

Opens in a new windowLa Fiesta Ocean Inn And Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Anastasia Island Flight and Hotel Packages

Anastasia Island flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $410, price is now $221 per person
$221
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,149, price is now $533 per person
$533
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $687, price is now $357 per person
$357
per person
Mar 25 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Boston to Anastasia Island
View all trips

Anastasia Island flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $1,250, price is now $868 per person
$868
per person
Apr 10 - Apr 15
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $1,840, price is now $1,350 per person
$1,350
per person
Apr 10 - Apr 15
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Magic Village Views Trademark Collection by Wyndham

Magic Village Views Trademark Collection by Wyndham

3.5 out of 5
Price was $2,221, price is now $1,689 per person
$1,689
per person
Apr 10 - Apr 15
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Anastasia Island
View all trips

Need a Car For After Your Flight?

Midsize

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$4

$9 total
found 1 day ago
Midsize undefined

Compact

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$5

$10 total
found 1 day ago
Compact undefined

Fullsize

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$5

$11 total
found 1 day ago
Fullsize undefined

Special SUV

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$14

$48 total
found 1 day ago
Special SUV undefined

Frequently asked questions

Can I fly to Anastasia Island right now?
Before you lock your flights in, take a look through Travelocity's Covid-19 Travel Advisor. Enter your origin, destination, travel dates and vaccination status to check if any additional rules or restrictions apply, such as the need to quarantine. It's important to corroborate the advice with official government websites as well as your travel insurance company.
How much is the cheapest flight to Anastasia Island?
Your next vacation doesn't have to make a huge dent in your budget. Within the last seven days, the cheapest roundtrip flight to Anastasia Island cost $61. Find a bargain fare and spend the dollars you save on awesome experiences. This price was available on Travelocity for flights to Anastasia Island departing within the next year. Prices and availability are subject to change. Additional terms apply.
If I cannot travel due to COVID-19, can I change my booking to a later date?
Our useful Customer Service Portal link has all the info you'll need about making changes or cancellations to your flight. Before you lock in your tickets to Anastasia Island, be sure to check the terms and conditions of your chosen airline too.
What is the cheapest month to fly to Anastasia Island?
According to Travelocity's direct return flight demand from January to December last year, March is the cheapest time to jump on a plane to Anastasia Island. Keep an eye out for flights during this month and snare a terrific bargain today.
How can I check my flight status to Anastasia Island?
Take advantage of Travelocity's customer portal, Trips. You'll find almost everything related to your flight to Anastasia Island here, including valuable information about gate numbers, flight status and more. You'll see Trips at the top right of the Travelocity homepage. Simply sign up, log in and find what you need. You can also access your itinerary on the move and get real-time travel updates with the Travelocity app. You'll find all your itineraries in one convenient place, making it a snap to share details with any members of your family flying with you.
How do I find the best deals on flights to Anastasia Island?
One of the easiest ways to find an epic deal is to be flexible with your dates. Begin by searching for your flight to Anastasia Island, then tap on the "Flexible dates" box at the top of the results. This will show you prices for nearby dates. Like another tip? Book sooner than later. To give you an idea of fares, $61 was the cheapest price for a return flight to Anastasia Island in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Anastasia Island with Travelocity?
Where to begin! With our cheap flights to Anastasia Island, rental cars and activities, you'll discover all you need for an awesome getaway with Travelocity. Reserve your cheap family flights and take advantage of our round-the-clock customer assistance and Price Match Guarantee if necessary. Our aim is to provide hassle-free travel every time you book with us so that you can spend less time worrying and more time having fun with your travel buddies.
What are the most popular flight routes to Anastasia Island?
To help you find great flights to Anastasia Island, here's a list of some of the most popular routes:

  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 3,839 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 3,536 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2,769 flights a month.

How much is a flight to Anastasia Island on average?
Travelers have found roundtrip flights to Anastasia Island for between $61 and $572 with Travelocity in the last seven days. Whether you're planning to fly economy or first class, we'll help you get a fantastic deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Anastasia Island?
Below you'll find a selection of top direct flights to Anastasia Island and their average journey times:

  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 54 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 37 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 34 minutes

What can I expect on a flight to Anastasia Island?
Factors such as your airline and your place of departure will mostly determine what's offered on your trip. You'll likely find all sorts of flights to Anastasia Island, from cheap flights for family vacations to business class journeys. Hot meals, drinks and entertainment are a taste of what most airlines offer on long-haul flights.

Plane Tickets To Anastasia Island

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Anastasia Island. Browse through our inventory to explore a wide range of cheap flights to Anastasia Island to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Anastasia Island as you anxiously await to exit the plane and explore what Anastasia Island has to offer. Considering all the amazing local food and culture in Anastasia Island, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Anastasia Island to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Anastasia Island without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Anastasia Island with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Anastasia Island today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.