Cheap Flights to Anastasia Island from $40

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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 $80 and $40 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TTNOrlandoApril 19 to April 24$80
LGAOrlandoApril 20 to April 28$98
PSMOrlandoMay 30 to June 6$102
JFKOrlandoMarch 24 to March 25$147
EWRJacksonvilleApril 19 to April 25$170
EWRJacksonvilleApril 19 to April 25$170
BOSDaytona BeachMay 6 to May 11$173
JFKDaytona BeachApril 29 to April 29$178
JFKDaytona BeachApril 29 to April 29$178
PHLJacksonvilleApril 13 to April 16$180
EWRDaytona BeachApril 26 to April 29$192
JFKJacksonvilleJune 9 to June 10$197
PHLDaytona BeachMay 2 to May 6$267
AUSJacksonvilleMay 11 to May 15$277
AUSDaytona BeachApril 29 to May 3$301
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PSMOrlandoMarch 22 to March 26$119
DFWOrlandoMarch 21 to March 25$169
EWROrlandoMarch 21 to March 27$198
EWRJacksonvilleMarch 21 to March 24$247
BOSDaytona BeachMarch 22 to March 25$262
PHLJacksonvilleMarch 22 to April 1$295
BOSJacksonvilleMarch 22 to March 24$305
JFKDaytona BeachMarch 22 to April 14$305
JFKDaytona BeachMarch 22 to April 14$305
JFKOrlandoMarch 21 to April 4$322
DCAOrlandoMarch 21 to March 31$325
EWRDaytona BeachMarch 22 to March 26$417
PHLDaytona BeachMarch 21 to March 28$420
DFWDaytona BeachMarch 20 to March 25$574
AUSJacksonvilleMarch 22 to March 25$623
*Prices include taxes and fees

Anastasia Island Flight Information

Traveling to
Anastasia Island
Lowest Price
$80
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Breeze Airways
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
$88 nightly
The price is $99 total per night from Apr 13 to Apr 14
$99 total
Apr 13 - Apr 14
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. ...
8/10 Very Good! (1,064 reviews)
Clean, dated, management permits Marijuana smoking(not me) Something fishy going on each night in room112, people sitting watch at night upstairs. Its ok, but they are allowing things that will make this great location motel one of "Those" avoid stays

Reviewed on Mar 13, 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
$85 nightly
The price is $95 total per night from Mar 23 to Mar 24
$95 total
Mar 23 - Mar 24
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! (1,194 reviews)
Great A/C with nice blackout blinds

Reviewed on Mar 12, 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
$104 nightly
The price is $116 total per night from Apr 5 to Apr 6
$116 total
Apr 5 - Apr 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! (1,001 reviews)
Friendly & helpful staff. Clean & comfortable rooms.

Reviewed on Mar 12, 2026

Opens in a new windowAmericas Best Value Inn Ocean Inn
Save an average of 15% on thousands of hotels when you're signed in
The Anastasia Inn

The Anastasia Inn

2.5 out of 5
218 Anastasia Boulevard St. Augustine FL
$70 nightly
The price is $78 total per night from Apr 1 to Apr 2
$78 total
Apr 1 - Apr 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)
Clean and spacious room for reasonable cost. Microwave and small refrigerator. Not far from the amphitheater.

Reviewed on Mar 10, 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
$88 nightly
The price is $99 total per night from Apr 13 to Apr 14
$99 total
Apr 13 - Apr 14
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. ...
8/10 Very Good! (1,064 reviews)
Clean, dated, management permits Marijuana smoking(not me) Something fishy going on each night in room112, people sitting watch at night upstairs. Its ok, but they are allowing things that will make this great location motel one of "Those" avoid stays

Reviewed on Mar 13, 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
$97 nightly
The price is $108 total per night from Mar 23 to Mar 24
$108 total
Mar 23 - Mar 24
Total with taxes and fees
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! (1,006 reviews)
The breakfast food was lukewarm at best (sausage and egg patties) which made me a bit nervous. There were plenty available, but I was one of the first ones to breakfast and they were already barely warm. I don't know that they should have sat out all that time (food safety). Otherwise, great convenient ...

Reviewed on Mar 11, 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 Mar 23 to Mar 24
$151 total
Mar 23 - Mar 24
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 ...
8.8/10 Excellent! (62 reviews)
Barely

Reviewed on Mar 13, 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
$104 nightly
The price is $116 total per night from Apr 5 to Apr 6
$116 total
Apr 5 - Apr 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! (1,001 reviews)
Friendly & helpful staff. Clean & comfortable rooms.

Reviewed on Mar 12, 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
$134 nightly
The price is $149 total per night from Apr 12 to Apr 13
$149 total
Apr 12 - Apr 13
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! (1,000 reviews)
Very nice

Reviewed on Mar 10, 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 Mar 23 to Mar 24
$151 total
Mar 23 - Mar 24
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 ...
8.8/10 Excellent! (62 reviews)
Barely

Reviewed on Mar 13, 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
$88 nightly
The price is $99 total per night from Apr 13 to Apr 14
$99 total
Apr 13 - Apr 14
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. ...
8/10 Very Good! (1,064 reviews)
Clean, dated, management permits Marijuana smoking(not me) Something fishy going on each night in room112, people sitting watch at night upstairs. Its ok, but they are allowing things that will make this great location motel one of "Those" avoid stays

Reviewed on Mar 13, 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
$142 nightly
The price is $158 total per night from Mar 16 to Mar 17
$158 total
Mar 16 - Mar 17
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! (1,005 reviews)
My third time staying here and it is always the same. Pros: Clean, comfortable and perfect for beach walks. It is also far enough away from the historic area so you aren’t surrounded by the crowds. It is near several good restaurants, which allows for relaxing evenings without long drives for dinner. ...

Reviewed on Mar 13, 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 Lakes Resort & Spa Universal Studios Area
Westgate Town Center Resort
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See all available trips from Boston to Anastasia Island
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Anastasia Island flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
 Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
The Delaney Hotel
Villatel 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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Magic Village Yards, Trademark Collection by Wyndham
Don't see what you're looking for?
See all available trips from Boston 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 $80. 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, August 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, $80 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 $80 and $623 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.