Cheap Flights to Anastasia Island from $44
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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 $85 and $44 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.
$85 Roundtrip, found 1 hour ago
$85
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Jacksonville | August 16 to August 16 | $92 |
| DCA | Orlando | August 18 to August 21 | $103 |
| PHL | Jacksonville | August 23 to August 30 | $111 |
| EWR | Jacksonville | September 3 to September 6 | $117 |
| DFW | Jacksonville | August 4 to August 4 | $130 |
| ORD | Jacksonville | September 24 to September 27 | $179 |
| EWR | Daytona Beach | August 13 to August 13 | $197 |
| JFK | Daytona Beach | September 2 to September 15 | $197 |
| DCA | Daytona Beach | September 23 to October 8 | $227 |
| PHL | Daytona Beach | August 30 to September 3 | $241 |
| BOS | Daytona Beach | August 12 to August 20 | $259 |
| ORD | Daytona Beach | August 28 to September 6 | $269 |
| DAL | Daytona Beach | August 23 to August 26 | $277 |
| BWI | Daytona Beach | August 6 to August 13 | $287 |
| AUS | Daytona Beach | August 31 to September 4 | $297 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Jacksonville | July 26 to August 1 | $207 |
| DFW | Jacksonville | July 25 to July 28 | $255 |
| AUS | Orlando | July 27 to August 4 | $263 |
| DCA | Jacksonville | July 26 to August 12 | $315 |
| LGA | Daytona Beach | July 27 to August 6 | $321 |
| PHL | Daytona Beach | July 26 to August 6 | $335 |
| EWR | Daytona Beach | July 26 to August 6 | $337 |
| LGA | Jacksonville | July 27 to July 31 | $342 |
| DCA | Daytona Beach | July 26 to August 5 | $345 |
| JFK | Jacksonville | July 26 to July 30 | $388 |
| BOS | Daytona Beach | July 25 to July 28 | $428 |
| ORD | Jacksonville | July 25 to July 27 | $475 |
| BWI | Jacksonville | July 27 to August 2 | $484 |
| AUS | Jacksonville | July 26 to July 30 | $532 |
| ORD | Daytona Beach | July 25 to July 26 | $570 |
Anastasia Island MCO Flight Information
Traveling to | Anastasia Island MCO |
|---|---|
Lowest Price | $85 |
Number of Airlines Serving | 2 |
Airlines Serving | Spirit Airlines, Frontier Airlines |
Number of Daily Flights | 5 |
Airlines with Direct Flights | Southwest Airlines, Spirit Airlines |
Find The Perfect Hotel For After Your Flight
Amazing Anastasia Island Accommodation Deals
Ocean Breeze Inn
311 A1A Beach Boulevard, St. Augustine, FL
$73 nightly
The price is $82 total per night from Jul 27 to Jul 28
$82 total
Jul 27 - Jul 28
Total includes 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. ...
7.8/10 Good! (1,015 reviews)
"Our room was very clean and comfortable. We had new linens every day. Location was great, right across from beach and pier"
Reviewed on Jul 7, 2025
Regency Inn & Suites
331 A1a Beach Blvd, St. Augustine, FL
$77 nightly
The price is $86 total per night from Aug 11 to Aug 12
$86 total
Aug 11 - Aug 12
Total includes 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! (1,040 reviews)
"Quick check in!! Nice hosts!!"
Reviewed on Jul 20, 2025
Americas Best Value Inn Ocean Inn
3955 A1A South Street, St. Augustine Beach, St. Augustine, FL
$73 nightly
The price is $82 total per night from Aug 13 to Aug 14
$82 total
Aug 13 - Aug 14
Total includes 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! (1,004 reviews)
Exactly what we needed when we needed it
"This hotel was a great price point for a few extra days near the beach. We loved that it was pet friendly. The staff was super friendly and always helpful! We had two rooms and both had sinks that didn't drain unless you reached into the water and pulled the stoppers up by hand. Otherwise, no ..."
Reviewed on Jul 16, 2025
Save an average of 15% on thousands of hotels when you're signed in
The Anastasia Inn
218 Anastasia Boulevard, St. Augustine, FL
$69 nightly
The price is $77 total per night from Jul 27 to Jul 28
$77 total
Jul 27 - Jul 28
Total includes 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)
"Clean not crowded. Nice small pool."
Reviewed on Jul 19, 2025
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
$73 nightly
The price is $82 total per night from Jul 27 to Jul 28
$82 total
Jul 27 - Jul 28
Total includes 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. ...
7.8/10 Good! (1,015 reviews)
"Our room was very clean and comfortable. We had new linens every day. Location was great, right across from beach and pier"
Reviewed on Jul 7, 2025
Quality Inn & Suites St Augustine Beach Area
901 A1A Beach Blvd, St. Augustine, FL
$76 nightly
The price is $84 total per night from Aug 5 to Aug 6
$84 total
Aug 5 - Aug 6
Total includes 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)
"Price"
Reviewed on Jul 21, 2025
Castillo Real Resort Hotel
530 A1a Beach Blvd, St. Augustine, FL
$111 nightly
The price is $123 total per night from Jul 30 to Jul 31
$123 total
Jul 30 - Jul 31
Total includes taxes and fees
Stay at this 3-star hotel in St. Augustine. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant ...
8.2/10 Very Good! (8 reviews)
"Staff was incredibly helpful! Hotel in final stages of renovation. Good location."
Reviewed on Jul 21, 2025
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 Beach, St. Augustine, FL
$73 nightly
The price is $82 total per night from Aug 13 to Aug 14
$82 total
Aug 13 - Aug 14
Total includes 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! (1,004 reviews)
Exactly what we needed when we needed it
"This hotel was a great price point for a few extra days near the beach. We loved that it was pet friendly. The staff was super friendly and always helpful! We had two rooms and both had sinks that didn't drain unless you reached into the water and pulled the stoppers up by hand. Otherwise, no ..."
Reviewed on Jul 16, 2025
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
$107 nightly
The price is $119 total per night from Aug 10 to Aug 11
$119 total
Aug 10 - Aug 11
Total includes taxes and fees
Stay at this 3-star 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! (1,008 reviews)
"The carpet smells"
Reviewed on Jul 21, 2025
Castillo Real Resort Hotel
530 A1a Beach Blvd, St. Augustine, FL
$111 nightly
The price is $123 total per night from Jul 30 to Jul 31
$123 total
Jul 30 - Jul 31
Total includes taxes and fees
Stay at this 3-star hotel in St. Augustine. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant ...
8.2/10 Very Good! (8 reviews)
"Staff was incredibly helpful! Hotel in final stages of renovation. Good location."
Reviewed on Jul 21, 2025
Ocean Breeze Inn
311 A1A Beach Boulevard, St. Augustine, FL
$73 nightly
The price is $82 total per night from Jul 27 to Jul 28
$82 total
Jul 27 - Jul 28
Total includes 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. ...
7.8/10 Good! (1,015 reviews)
"Our room was very clean and comfortable. We had new linens every day. Location was great, right across from beach and pier"
Reviewed on Jul 7, 2025
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 Aug 7 to Aug 8
$135 total
Aug 7 - Aug 8
Total includes 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! (1,001 reviews)
"Perfect for families"
Reviewed on Jul 17, 2025
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.
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Anastasia Island
View all tripsAnastasia Island flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Philadelphia to Anastasia Island
View all tripsAnastasia Island flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from San Juan to Anastasia Island
View all tripsNeed a Car For After Your Flight?
Midsize
Orlando, Florida, USA
$7
$14 total
found 7 hours ago
Special
Orlando, Florida, USA
$7
$33 total
found 4 hours ago
Economy
Orlando, Florida, USA
$7
$14 total
found 7 hours ago
Compact
Orlando, Florida, USA
$7
$14 total
found 2 hours ago
Lowest prices found within the past 7 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
Near Anastasia Island
- Hotels in St. Augustine Beach
- St. Augustine vacation rentals
- St. Augustine vacations
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- Motels in St. Augustine
- Visit St. Augustine Lighthouse & Maritime Museum
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- Hotels in St. Augustine Historic District
- Car rentals in St. Augustine
- Hotels near Anastasia State Park
- Hotels near Bridge of Lions
- Pet-friendly Hotels in St. Augustine
- Bed & breakfast in St. Augustine
- Visit Anastasia State Park
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