Cheap Flights to Anastasia Island from $63
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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 $101 and $63 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply
LGA
LaGuardia
MCO
Orlando Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Orlando | January 30 to February 5 | $101 |
| BOS | Orlando | January 25 to January 30 | $123 |
| EWR | Orlando | February 2 to February 9 | $138 |
| DFW | Jacksonville | December 2 to December 5 | $163 |
| BOS | Jacksonville | December 9 to December 15 | $189 |
| JFK | Jacksonville | December 9 to December 15 | $209 |
| JFK | Orlando | December 9 to December 15 | $209 |
| JFK | Jacksonville | December 9 to December 15 | $209 |
| AUS | Jacksonville | December 8 to December 15 | $217 |
| LGA | Daytona Beach | December 11 to December 14 | $313 |
| EWR | Daytona Beach | December 9 to December 13 | $317 |
| JFK | Daytona Beach | January 9 to January 23 | $329 |
| AUS | Daytona Beach | January 8 to January 13 | $372 |
| BOS | Daytona Beach | December 10 to December 15 | $386 |
| PHL | Daytona Beach | December 28 to December 29 | $517 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PSM | Orlando | November 14 to December 3 | $156 |
| SWF | Orlando | November 15 to November 19 | $203 |
| DCA | Jacksonville | November 14 to November 19 | $237 |
| AUS | Jacksonville | November 14 to November 16 | $312 |
| BWI | Jacksonville | November 14 to November 19 | $312 |
| DCA | Orlando | November 14 to November 23 | $323 |
| BOS | Jacksonville | November 14 to November 17 | $335 |
| PHL | Jacksonville | November 13 to November 16 | $339 |
| EWR | Orlando | November 13 to November 17 | $345 |
| EWR | Jacksonville | November 14 to November 24 | $385 |
| JFK | Jacksonville | November 13 to November 17 | $397 |
| JFK | Orlando | November 13 to November 17 | $547 |
| EWR | Daytona Beach | November 13 to November 15 | $612 |
| EWR | Daytona Beach | November 13 to November 15 | $612 |
| JFK | Daytona Beach | November 14 to November 28 | $898 |
Anastasia Island Flight Information
Traveling to | Anastasia Island |
|---|---|
Lowest Price | $101 |
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
$56 nightly
The price is $63 total per night from Nov 15 to Nov 16
$63 total
Nov 15 - Nov 16
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! (1,169 reviews)
"Staff does not understand ADA guidelines and was extremely rude regarding my small service animal. Changed our room because we had a service animal. Door had no chain lock and ceiling was peeling. Wiped up water out of the floor and the floor was disgusting."
Reviewed on Nov 10, 2026
Regency Inn & Suites
331 A1a Beach Blvd St. Augustine FL
$71 nightly
The price is $79 total per night from Dec 9 to Dec 10
$79 total
Dec 9 - Dec 10
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. ...
Americas Best Value Inn Ocean Inn
3955 A1A South Street St. Augustine FL
$76 nightly
The price is $84 total per night from Nov 11 to Nov 12
$84 total
Nov 11 - Nov 12
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)
"Great"
Reviewed on Nov 9, 2026
Save an average of 15% on thousands of hotels when you're signed in
The Anastasia Inn
218 Anastasia Boulevard St. Augustine FL
$64 nightly
The price is $71 total per night from Nov 11 to Nov 12
$71 total
Nov 11 - Nov 12
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! (1,002 reviews)
"Staff was accommodating when I needed to obtain my room key later than the office hours. They responded to my room needs very quickly. The room was well kept during my short stay. I recommend this place."
Reviewed on Nov 5, 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
$56 nightly
The price is $63 total per night from Nov 15 to Nov 16
$63 total
Nov 15 - Nov 16
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! (1,169 reviews)
"Staff does not understand ADA guidelines and was extremely rude regarding my small service animal. Changed our room because we had a service animal. Door had no chain lock and ceiling was peeling. Wiped up water out of the floor and the floor was disgusting."
Reviewed on Nov 10, 2026
Quality Inn & Suites St Augustine Beach Area
901 A1A Beach Blvd St. Augustine FL
$67 nightly
The price is $75 total per night from Nov 30 to Dec 1
$75 total
Nov 30 - Dec 1
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)
"Check in is 3:00 pm, could NOT get the room early (2:30 pm) Left Came back at 4:00 Felicity was helpful in getting us a handicap room after she checked with someone if it was ready. Did not realize that parking is $5.30 per night. (My bad. I didn't notice this fact in the listing) This is the first ..."
Reviewed on Nov 9, 2026
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd St. Augustine FL
$117 nightly
The price is $131 total per night from Nov 18 to Nov 19
$131 total
Nov 18 - Nov 19
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! (155 reviews)
"I love the charm and small atmosphere of the hotel. And the location is fantastic."
Reviewed on Nov 9, 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
$76 nightly
The price is $84 total per night from Nov 11 to Nov 12
$84 total
Nov 11 - Nov 12
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)
"Great"
Reviewed on Nov 9, 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
$109 nightly
The price is $122 total per night from Nov 15 to Nov 16
$122 total
Nov 15 - Nov 16
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 ...
8.6/10 Excellent! (1,005 reviews)
"Great place! Easy to get to!"
Reviewed on Nov 8, 2026
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd St. Augustine FL
$117 nightly
The price is $131 total per night from Nov 18 to Nov 19
$131 total
Nov 18 - Nov 19
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! (155 reviews)
"I love the charm and small atmosphere of the hotel. And the location is fantastic."
Reviewed on Nov 9, 2026
Ocean Breeze Inn
311 A1A Beach Boulevard St. Augustine FL
$56 nightly
The price is $63 total per night from Nov 15 to Nov 16
$63 total
Nov 15 - Nov 16
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! (1,169 reviews)
"Staff does not understand ADA guidelines and was extremely rude regarding my small service animal. Changed our room because we had a service animal. Door had no chain lock and ceiling was peeling. Wiped up water out of the floor and the floor was disgusting."
Reviewed on Nov 10, 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
$130 nightly
The price is $145 total per night from Nov 11 to Nov 12
$145 total
Nov 11 - Nov 12
Total with taxes and fees
Stay at this motel in St. Augustine. Enjoy free breakfast, free WiFi, and an area shuttle (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,006 reviews)
"This hotel was amazing; the townhouse room for my family was great, very clean, and had plenty of towels, pillows, soap, etc. The staff was super friendly and helpful. The coffee in the lobby was the best; I went 3 to 4 times a day they have regular creamer, hazelnut, and French vanilla. The breakfast ..."
Reviewed on Nov 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.
Best Anastasia Island Flight and Hotel Packages
Anastasia Island flight + hotel packages - economy flights
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See all available trips from Boston to Anastasia Island
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View all tripsAnastasia Island flight + hotel packages - first class flights
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See all available trips from Boston to Anastasia Island
View all tripsNeed a Car For After Your Flight?
Midsize
Orlando, USA
$6
$11 total
found 12 hours ago
Compact
Orlando, USA
$6
$11 total
found 12 hours ago
Economy
Orlando, USA
$6
$11 total
found 12 hours ago
Fullsize
Orlando, USA
$7
$14 total
found 12 hours ago
Lowest prices found within the past 12 hours. 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
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