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 $87 and $44 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Sep 2 - Wed, Sep 10
LGA
LaGuardia
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Sep 2 from LaGuardia to Orlando Intl., returning Wed, Sep 10, priced at $87 just found
OriginDestinationTravel DatesFlights From*
BOSOrlandoAugust 30 to September 6$87
DFWJacksonvilleOctober 27 to October 31$116
JFKJacksonvilleSeptember 30 to October 7$117
JFKJacksonvilleSeptember 30 to October 7$117
JFKOrlandoOctober 13 to November 3$121
DCAOrlandoOctober 14 to October 17$132
DCAJacksonvilleAugust 30 to August 31$182
EWRDaytona BeachSeptember 30 to October 8$197
JFKDaytona BeachSeptember 29 to October 15$197
BWIJacksonvilleSeptember 2 to September 6$217
DCADaytona BeachSeptember 30 to October 14$227
PHLDaytona BeachAugust 30 to September 2$241
BWIDaytona BeachAugust 30 to August 31$293
AUSDaytona BeachSeptember 19 to September 30$297
DALDaytona BeachNovember 4 to November 18$317
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PSMOrlandoAugust 9 to August 16$116
DFWOrlandoAugust 9 to August 13$120
PHLJacksonvilleAugust 8 to August 15$161
SWFOrlandoAugust 9 to August 12$178
ORDJacksonvilleAugust 8 to August 21$225
DFWJacksonvilleAugust 8 to August 11$233
EWROrlandoAugust 8 to August 14$249
JFKOrlandoAugust 10 to August 20$292
JFKDaytona BeachAugust 9 to August 13$308
EWRJacksonvilleAugust 8 to August 11$311
EWRJacksonvilleAugust 8 to August 11$311
DCADaytona BeachAugust 10 to August 26$363
AUSJacksonvilleAugust 8 to August 12$378
BWIDaytona BeachAugust 10 to August 20$426
ORDDaytona BeachAugust 8 to August 11$580
*Prices include taxes and fees

Anastasia Island Flight Information

Traveling to
Anastasia Island
Lowest Price
$87
Number of Airlines Serving
Airlines Serving
Spirit 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
$85 nightly
The price is $95 total per night from Aug 17 to Aug 18
$95 total
Aug 17 - Aug 18
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! (1,022 reviews)
"Very convenient to historic St. Augustine, the amphitheater beaches and great dining. Best value in SA"

Reviewed on Jul 30, 2025

Ocean Breeze Inn
Regency Inn & Suites

Regency Inn & Suites

2 out of 5
331 A1a Beach Blvd, St. Augustine, FL
$77 nightly
The price is $86 total per night from Aug 7 to Aug 8
$86 total
Aug 7 - Aug 8
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! (1,048 reviews)
"Excellent stay for the weekend! Nice property and the area around it was really great."

Reviewed on Jul 29, 2025

Regency Inn & Suites
Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn

2 out of 5
3955 A1A South Street, St. Augustine Beach, St. Augustine, FL
$85 nightly
The price is $95 total per night from Aug 17 to Aug 18
$95 total
Aug 17 - Aug 18
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! (1,002 reviews)
"Homy, coat effective and gives just as good privacy"

Reviewed on Aug 1, 2025

Americas 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
$66 nightly
The price is $74 total per night from Sep 2 to Sep 3
$74 total
Sep 2 - Sep 3
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! (1,004 reviews)
"Clean not crowded. Nice small pool."

Reviewed on Jul 19, 2025

The 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
$85 nightly
The price is $95 total per night from Aug 17 to Aug 18
$95 total
Aug 17 - Aug 18
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! (1,022 reviews)
"Very convenient to historic St. Augustine, the amphitheater beaches and great dining. Best value in SA"

Reviewed on Jul 30, 2025

Ocean 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
$71 nightly
The price is $80 total per night from Aug 5 to Aug 6
$80 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! (1,000 reviews)
"This accommodation exceeded our expectations due to the price point. Nice friendly staff. Very good breakfast bar as well."

Reviewed on Jul 28, 2025

Quality Inn & Suites St Augustine Beach Area
Castillo Real Resort Hotel

Castillo Real Resort Hotel

3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
$111 nightly
The price is $123 total per night from Aug 10 to Aug 11
$123 total
Aug 10 - Aug 11
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 ...
8.8/10 Excellent! (15 reviews)
"Property was clean, safe affordable and the staff was friendly."

Reviewed on Jul 28, 2025

Castillo Real Resort Hotel
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Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn

2 out of 5
3955 A1A South Street, St. Augustine Beach, St. Augustine, FL
$85 nightly
The price is $95 total per night from Aug 17 to Aug 18
$95 total
Aug 17 - Aug 18
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! (1,002 reviews)
"Homy, coat effective and gives just as good privacy"

Reviewed on Aug 1, 2025

Americas 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
$101 nightly
The price is $113 total per night from Aug 10 to Aug 11
$113 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! (1,001 reviews)
"Hotel was nice but mattress was not too comfortable and pillows were too thin . Kick out Starbucks and get free breakfast bar."

Reviewed on Jul 30, 2025

Courtyard by Marriott St. Augustine Beach
Castillo Real Resort Hotel

Castillo Real Resort Hotel

3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
$111 nightly
The price is $123 total per night from Aug 10 to Aug 11
$123 total
Aug 10 - Aug 11
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 ...
8.8/10 Excellent! (15 reviews)
"Property was clean, safe affordable and the staff was friendly."

Reviewed on Jul 28, 2025

Castillo Real Resort Hotel
Ocean Breeze Inn

Ocean Breeze Inn

2 out of 5
311 A1A Beach Boulevard, St. Augustine, FL
$85 nightly
The price is $95 total per night from Aug 17 to Aug 18
$95 total
Aug 17 - Aug 18
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! (1,022 reviews)
"Very convenient to historic St. Augustine, the amphitheater beaches and great dining. Best value in SA"

Reviewed on Jul 30, 2025

Ocean Breeze Inn
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La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites

2.5 out of 5
810 A1a Beach Blvd, St. Augustine, FL
$115 nightly
The price is $128 total per night from Sep 2 to Sep 3
$128 total
Sep 2 - Sep 3
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! (1,004 reviews)
"Special, boutique, on-the-beach hotel that screams EXCELLENCE concerning the checkin/checkout process all the way to the impeccably kept grounds! The biggest perks: -breakfast is delivered to your room each morning (you put selections card hanger in the outside of your door in the evening) *you choose ..."

Reviewed on Jul 27, 2025

La 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 Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Alhambra Villas

Alhambra Villas

3 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Boston to Anastasia Island
View all trips

Anastasia Island flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport 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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Sep 24 - Sep 26
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
per person
Sep 24 - Sep 26
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
per person
Sep 24 - Sep 26
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
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?

Special

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$10

$31 total
found 16 hours ago
Special undefined

Midsize

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$10

$33 total
found 12 hours ago
Midsize undefined

Standard

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$10

$33 total
found 12 hours ago
Standard undefined

Compact SUV

  • 5 people
  • Unlimited mileage
Orlando, Florida, USA

$13

$27 total
found 12 hours ago
Compact SUV undefined
Lowest prices found within the past 16 hours. 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 $87. 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, September 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, $87 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 $87 and $580 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!

*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.