Cheap Flights to Anastasia Island from $28
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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 $49 and $28 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Orlando | February 4 to February 10 | $49 |
| JFK | Orlando | February 21 to February 28 | $56 |
| EWR | Orlando | February 23 to February 27 | $58 |
| DFW | Orlando | February 21 to February 28 | $68 |
| BOS | Orlando | February 8 to February 14 | $72 |
| JFK | Jacksonville | February 10 to February 17 | $97 |
| JFK | Jacksonville | February 10 to February 17 | $97 |
| DCA | Orlando | February 9 to February 13 | $98 |
| PHL | Jacksonville | February 15 to February 21 | $106 |
| BOS | Daytona Beach | February 7 to February 11 | $119 |
| JFK | Daytona Beach | February 23 to March 4 | $132 |
| JFK | Daytona Beach | February 23 to March 4 | $132 |
| EWR | Daytona Beach | February 28 to March 4 | $178 |
| AUS | Jacksonville | February 25 to March 4 | $251 |
| DAL | Daytona Beach | March 10 to March 25 | $339 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| TTN | Orlando | January 24 to February 7 | $74 |
| DFW | Orlando | January 24 to January 28 | $87 |
| PSM | Orlando | January 25 to February 14 | $95 |
| JFK | Orlando | January 24 to January 28 | $109 |
| EWR | Orlando | January 24 to January 28 | $136 |
| LGA | Jacksonville | January 25 to January 30 | $237 |
| EWR | Jacksonville | January 24 to January 31 | $245 |
| BOS | Daytona Beach | January 25 to January 30 | $270 |
| EWR | Daytona Beach | January 24 to February 9 | $278 |
| EWR | Daytona Beach | January 24 to February 9 | $278 |
| BOS | Jacksonville | January 24 to January 30 | $279 |
| JFK | Jacksonville | January 24 to January 26 | $287 |
| JFK | Daytona Beach | January 24 to February 2 | $304 |
| PHL | Daytona Beach | January 24 to January 27 | $363 |
| AUS | Jacksonville | January 23 to January 25 | $509 |
Anastasia Island Flight Information
Traveling to | Anastasia Island |
|---|---|
Lowest Price | $49 |
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
311 A1A Beach Boulevard St. Augustine FL
$69 nightly
The price is $77 total per night from Jan 25 to Jan 26
$77 total
Jan 25 - Jan 26
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! (1,092 reviews)
It was sufficiently clean but the room smelled musty when I walked in.
Reviewed on Jan 13, 2026
Regency Inn & Suites
331 A1a Beach Blvd St. Augustine FL
$64 nightly
The price is $72 total per night from Feb 1 to Feb 2
$72 total
Feb 1 - Feb 2
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! (1,165 reviews)
Every was very good and the people who worked there is so gentle
Reviewed on Jan 10, 2026
Americas Best Value Inn Ocean Inn
3955 A1A South Street St. Augustine FL
$70 nightly
The price is $78 total per night from Jan 26 to Jan 27
$78 total
Jan 26 - Jan 27
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. ...
8.2/10 Very Good! (1,001 reviews)
The room was clean and comfortable, the front desk guy was very friendly and accommodating. He even gave us some recommendations for late-night dinner. Everyone ee encountered was professional and kind. The AC was not the best, the room was comfortable but not cold. The water pressure was low but ...
Reviewed on Jan 12, 2026
Save an average of 15% on thousands of hotels when you're signed in
The Anastasia Inn
218 Anastasia Boulevard St. Augustine FL
$66 nightly
The price is $74 total per night from Jan 25 to Jan 26
$74 total
Jan 25 - Jan 26
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. ...
8.2/10 Very Good! (1,000 reviews)
Room was very clean, but mattresses were very soft, not great for our backs. For a budget conscience stay, well worth it
Reviewed on Jan 10, 2026
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
311 A1A Beach Boulevard St. Augustine FL
$69 nightly
The price is $77 total per night from Jan 25 to Jan 26
$77 total
Jan 25 - Jan 26
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! (1,092 reviews)
It was sufficiently clean but the room smelled musty when I walked in.
Reviewed on Jan 13, 2026
Quality Inn & Suites St Augustine Beach Area
901 A1A Beach Blvd St. Augustine FL
$88 nightly
The price is $99 total per night from Jan 25 to Jan 26
$99 total
Jan 25 - Jan 26
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! (1,009 reviews)
Clean room and staff
Reviewed on Jan 17, 2026
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd St. Augustine FL
$139 nightly
The price is $155 total per night from Feb 9 to Feb 10
$155 total
Feb 9 - Feb 10
Total with taxes and fees
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! (49 reviews)
Good
Reviewed on Jan 14, 2026
Save an average of 15% on thousands of hotels when you're signed in
Americas Best Value Inn Ocean Inn
3955 A1A South Street St. Augustine FL
$70 nightly
The price is $78 total per night from Jan 26 to Jan 27
$78 total
Jan 26 - Jan 27
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. ...
8.2/10 Very Good! (1,001 reviews)
The room was clean and comfortable, the front desk guy was very friendly and accommodating. He even gave us some recommendations for late-night dinner. Everyone ee encountered was professional and kind. The AC was not the best, the room was comfortable but not cold. The water pressure was low but ...
Reviewed on Jan 12, 2026
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
605 A1A Beach Boulevard St. Augustine FL
$98 nightly
The price is $109 total per night from Jan 27 to Jan 28
$109 total
Jan 27 - Jan 28
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,005 reviews)
I can’t wait to return
Reviewed on Jan 17, 2026
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd St. Augustine FL
$139 nightly
The price is $155 total per night from Feb 9 to Feb 10
$155 total
Feb 9 - Feb 10
Total with taxes and fees
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! (49 reviews)
Good
Reviewed on Jan 14, 2026
Ocean Breeze Inn
311 A1A Beach Boulevard St. Augustine FL
$69 nightly
The price is $77 total per night from Jan 25 to Jan 26
$77 total
Jan 25 - Jan 26
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! (1,092 reviews)
It was sufficiently clean but the room smelled musty when I walked in.
Reviewed on Jan 13, 2026
Save an average of 15% on thousands of hotels when you're signed in
La Fiesta Ocean Inn And Suites
810 A1a Beach Blvd St. Augustine FL
$121 nightly
The price is $135 total per night from Feb 1 to Feb 2
$135 total
Feb 1 - Feb 2
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! (1,009 reviews)
Friendly staff and a great location.
Reviewed on Jan 20, 2026
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.
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See all available trips from Chicago to Anastasia Island
View all tripsAnastasia Island flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Boston to Anastasia Island
View all tripsAnastasia Island flight + hotel packages - first class flights
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See all available trips from Chicago to Anastasia Island
View all tripsNeed a Car For After Your Flight?
Compact
Orlando, Florida, USA
$1
$2 total
found 3 days ago
Midsize
Orlando, Florida, USA
$1
$2 total
found 3 days ago
Fullsize
Orlando, Florida, USA
$4
$8 total
found 3 days ago
Economy
Orlando, Florida, USA
$5
$10 total
found 3 days ago
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
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!
More Ways To Wander
Anastasia Island Hotels
Find the perfect hotel after your flight
Anastasia Island Vacation Rentals
Great Deals on alternative accommodations
Anastasia Island Car Rentals
Affordable cars to get you around town
Anastasia Island Vacations
Save more by combining flights, hotels and cars
Things to do in Anastasia Island
Activities, attractions and tours
Explore More Ways to Travel with Travelocity
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