Cheap Flights to Anastasia Island from $30

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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 $68 and $30 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LGAOrlandoMay 26 to June 4$68
TTNOrlandoMay 31 to June 30$80
PSMOrlandoMay 24 to May 30$129
EWROrlandoJuly 15 to July 22$139
EWRJacksonvilleMay 26 to June 2$164
JFKOrlandoJune 4 to June 9$167
JFKDaytona BeachJune 5 to June 5$172
BOSDaytona BeachMay 19 to May 19$176
PHLJacksonvilleMay 24 to May 29$184
DCAOrlandoMay 30 to June 3$203
BOSJacksonvilleMay 28 to May 29$205
JFKJacksonvilleJuly 14 to July 14$212
AUSJacksonvilleMay 28 to June 2$294
PHLDaytona BeachJune 6 to June 8$341
AUSDaytona BeachJune 10 to June 13$345
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SWFOrlandoMay 9 to May 22$143
JFKDaytona BeachMay 8 to May 15$212
JFKDaytona BeachMay 8 to May 15$212
TTNOrlandoMay 10 to May 21$249
PHLJacksonvilleMay 10 to May 18$306
DCAOrlandoMay 10 to May 24$332
JFKOrlandoMay 10 to May 13$346
EWROrlandoMay 10 to May 13$346
EWRDaytona BeachMay 10 to May 18$351
DFWJacksonvilleMay 9 to May 10$379
EWRJacksonvilleMay 9 to May 13$379
JFKJacksonvilleMay 8 to May 16$400
BOSJacksonvilleMay 8 to May 10$421
AUSJacksonvilleMay 8 to May 10$511
PHLDaytona BeachMay 8 to May 10$858
*Prices include taxes and fees

Anastasia Island Flight Information

Traveling to
Anastasia Island
Lowest Price
$68
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
$74 nightly
The price is $82 total per night from May 11 to May 12
$82 total
May 11 - May 12
Total with taxes and fees
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. ...
8.2/10 Very Good! (1,086 reviews)
Close to restaurants , shopping. Quiet , easy parking.

Reviewed on May 2, 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
$69 nightly
The price is $77 total per night from May 11 to May 12
$77 total
May 11 - May 12
Total with taxes and fees
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! (1,236 reviews)
When we walked into the room we noticed the floors felt sticky. We used the hotel towels to wiped them down and they were filthy. There were dead bugs on the floor, dents in the door, outlets were painted over and there was no breakfast provided, even though it was listed as an amnesty. Hotels.com ...

Reviewed on May 3, 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
$84 nightly
The price is $94 total per night from May 5 to May 6
$94 total
May 5 - May 6
Total with taxes and fees
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)
Fairly clean no frills motel. But the room smelled pretty musty.

Reviewed on May 2, 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
$69 nightly
The price is $77 total per night from Jun 1 to Jun 2
$77 total
Jun 1 - Jun 2
Total with taxes and fees
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! (1,000 reviews)
Room was clean. Not a continental breakfast. Hotel needs updating but it is in good location.

Reviewed on Apr 28, 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
$74 nightly
The price is $82 total per night from May 11 to May 12
$82 total
May 11 - May 12
Total with taxes and fees
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. ...
8.2/10 Very Good! (1,086 reviews)
Close to restaurants , shopping. Quiet , easy parking.

Reviewed on May 2, 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
$88 nightly
The price is $99 total per night from May 25 to May 26
$99 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and ...
7.2/10 Good! (1,005 reviews)
Friendly staff and clean rooms.

Reviewed on May 1, 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
$135 nightly
The price is $151 total per night from May 26 to May 27
$151 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the ...
8.6/10 Excellent! (75 reviews)
Beautiful boutique property.

Reviewed on Apr 29, 2026

Opens in a new windowCastillo Real St. Augustine Beach,Tapestry Collection Hilton
Save an average of 15% on thousands of hotels when you're signed in
Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn

2 out of 5
3955 A1A South Street St. Augustine FL
$84 nightly
The price is $94 total per night from May 5 to May 6
$94 total
May 5 - May 6
Total with taxes and fees
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)
Fairly clean no frills motel. But the room smelled pretty musty.

Reviewed on May 2, 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
$125 nightly
The price is $139 total per night from May 10 to May 11
$139 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,001 reviews)
Staff were helpful and polite. Cleaning in the morning was not intrusive. Parking was plentiful but $15 per day. There’s a snack restaurant with food and drinks. There’s a refrigerator. Across the street is a great beach. It was a little expensive. It cost almost $200 for my room with parking. I ...

Reviewed on Apr 23, 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
$135 nightly
The price is $151 total per night from May 26 to May 27
$151 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the ...
8.6/10 Excellent! (75 reviews)
Beautiful boutique property.

Reviewed on Apr 29, 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
$74 nightly
The price is $82 total per night from May 11 to May 12
$82 total
May 11 - May 12
Total with taxes and fees
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. ...
8.2/10 Very Good! (1,086 reviews)
Close to restaurants , shopping. Quiet , easy parking.

Reviewed on May 2, 2026

Opens in a new windowOcean Breeze Inn
Save an average of 15% on thousands of hotels when you're signed in
La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites

2.5 out of 5
810 A1a Beach Blvd St. Augustine FL
$144 nightly
The price is $161 total per night from May 7 to May 8
$161 total
May 7 - May 8
Total with taxes and fees
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! (1,006 reviews)
Rooms need to be updated and floors cleaned-our feet were very dirty from the floors. Front desk clerk was snippy for no reason which never happened on previous visits with other employees- she was not welcoming to us at all. This was our 5th visit to La Fiesta but will not return.

Reviewed on May 3, 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 Town Center Resort
Westgate Palace Hotel / Universal / I-Drive
Westgate Blue Tree Resort in Lake Buena Vista
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Anastasia Island flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
The Delaney Hotel
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
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See all available trips from New York to Anastasia Island
View all trips

Anastasia Island flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
Reunion Resort & Golf Club
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Evermore Orlando Resort
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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.
Springhill Suites by Marriott Orlando Airport
Courtyard by Marriott Orlando Airport
Lake Nona Wave Hotel
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See all available trips from New York to Anastasia Island
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

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 $68. 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, May 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, $68 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 $68 and $858 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.