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 $91 and $44 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Dec 7 - Tue, Dec 8
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$91 Roundtrip, found 2 hours ago
$91
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Philadelphia Intl. to Orlando Intl., returning Tue, Dec 8, priced at $91 found 2 hours ago
OriginDestinationTravel DatesFlights From*
PHLJacksonvilleDecember 9 to December 12$110
LGAOrlandoNovember 17 to December 8$129
EWROrlandoNovember 10 to November 13$133
PSMOrlandoJanuary 9 to January 14$149
AUSOrlandoDecember 15 to December 17$154
AUSJacksonvilleNovember 4 to November 9$166
EWRJacksonvilleDecember 9 to December 12$173
EWRJacksonvilleDecember 9 to December 12$173
BOSJacksonvilleNovember 9 to November 12$239
JFKJacksonvilleNovember 10 to November 17$239
EWRDaytona BeachOctober 30 to November 1$313
JFKDaytona BeachDecember 5 to December 8$325
BOSDaytona BeachDecember 1 to December 5$351
AUSDaytona BeachNovember 7 to November 10$353
PHLDaytona BeachNovember 4 to November 7$363
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PSMOrlandoOctober 17 to October 24$205
SWFOrlandoOctober 17 to October 31$240
AUSOrlandoOctober 18 to October 21$271
PHLOrlandoOctober 18 to October 20$278
DFWOrlandoOctober 16 to October 22$287
DCAOrlandoOctober 17 to October 27$331
EWROrlandoOctober 18 to October 21$351
JFKJacksonvilleOctober 18 to November 7$396
JFKJacksonvilleOctober 18 to November 7$396
AUSJacksonvilleOctober 16 to October 19$456
JFKOrlandoOctober 18 to October 21$508
BOSDaytona BeachOctober 16 to October 18$571
AUSDaytona BeachOctober 16 to October 18$595
PHLDaytona BeachOctober 16 to October 18$616
EWRDaytona BeachOctober 17 to October 18$654
*Prices include taxes and fees

Anastasia Island Flight Information

Traveling to
Anastasia Island
Lowest Price
$91
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

Ocean Breeze Inn

2 out of 5
311 A1A Beach Boulevard St. Augustine FL
$64 nightly
The price is $71 total per night from Oct 13 to Oct 14
$71 total
Oct 13 - Oct 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. ...
8.2/10 Very Good! (1,152 reviews)
"In room 221 and 222 there was mold on the floor, bed sheets were damp, they had insect traps under the refrigerator and also had stains/marks and holes in the linens. When we called the front desk about it for a refund they came and inspected the room and cleaned what he called a spill that happened ..."

Reviewed on Oct 9, 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
$89 nightly
The price is $99 total per night from Oct 12 to Oct 13
$99 total
Oct 12 - Oct 13
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. ...
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
$76 nightly
The price is $84 total per night from Oct 14 to Oct 15
$84 total
Oct 14 - Oct 15
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)
"It was inexpensive and surprisingly nice. Also, very close to the ocean, with a great Winn Dixie within walking distance. Very safe neighborhood."

Reviewed on Oct 9, 2026

Opens in a new windowAmericas 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
$60 nightly
The price is $67 total per night from Oct 15 to Oct 16
$67 total
Oct 15 - Oct 16
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)
"There was no parking and I was told that a friend who was visiting me for a few hours had to park on the street. I could hear everything from other people's room (doors closing) plus all the traffic (ambulance/car alarms/people closing their car doors) needless to say- I only had about 3 hours of ..."

Reviewed on Oct 2, 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
$64 nightly
The price is $71 total per night from Oct 13 to Oct 14
$71 total
Oct 13 - Oct 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. ...
8.2/10 Very Good! (1,152 reviews)
"In room 221 and 222 there was mold on the floor, bed sheets were damp, they had insect traps under the refrigerator and also had stains/marks and holes in the linens. When we called the front desk about it for a refund they came and inspected the room and cleaned what he called a spill that happened ..."

Reviewed on Oct 9, 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
$63 nightly
The price is $70 total per night from Nov 1 to Nov 2
$70 total
Nov 1 - Nov 2
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 ...
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
$131 nightly
The price is $146 total per night from Nov 1 to Nov 2
$146 total
Nov 1 - Nov 2
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! (147 reviews)
"This is our second home. My kids are growing up here. Kid friendly pool . Staff is amazing. Foor is excellent."

Reviewed on Oct 6, 2026

Opens in a new windowCastillo Real St. Augustine Beach,Tapestry Collection Hilton
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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 FL
$76 nightly
The price is $84 total per night from Oct 14 to Oct 15
$84 total
Oct 14 - Oct 15
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)
"It was inexpensive and surprisingly nice. Also, very close to the ocean, with a great Winn Dixie within walking distance. Very safe neighborhood."

Reviewed on Oct 9, 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
$110 nightly
The price is $122 total per night from Oct 18 to Oct 19
$122 total
Oct 18 - Oct 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 helpful staff ...
8.8/10 Excellent! (1,002 reviews)
"Great stay"

Reviewed on Oct 9, 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
$131 nightly
The price is $146 total per night from Nov 1 to Nov 2
$146 total
Nov 1 - Nov 2
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! (147 reviews)
"This is our second home. My kids are growing up here. Kid friendly pool . Staff is amazing. Foor is excellent."

Reviewed on Oct 6, 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
$64 nightly
The price is $71 total per night from Oct 13 to Oct 14
$71 total
Oct 13 - Oct 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. ...
8.2/10 Very Good! (1,152 reviews)
"In room 221 and 222 there was mold on the floor, bed sheets were damp, they had insect traps under the refrigerator and also had stains/marks and holes in the linens. When we called the front desk about it for a refund they came and inspected the room and cleaned what he called a spill that happened ..."

Reviewed on Oct 9, 2026

Opens in a new windowOcean 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
$116 nightly
The price is $129 total per night from Oct 18 to Oct 19
$129 total
Oct 18 - Oct 19
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! (1,000 reviews)
"This is our go-to place to stay in St. Augustine Beach, great staff, and close to great restaurants!"

Reviewed on Oct 8, 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 Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $796, price is now $480 per person
$480
per person
Dec 1 - Dec 6
found 24 hours 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
Price was $1,169, price is now $543 per person
$543
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,241, price is now $736 per person
$736
per person
Nov 13 - Nov 17
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
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Anastasia Island flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Villa 1565

Villa 1565

3 out of 5
Price was $755, price is now $640 per person
$640
per person
Nov 26 - Nov 28
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Price was $798, price is now $673 per person
$673
per person
Nov 26 - Nov 28
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Marion Motor Lodge

Marion Motor Lodge

2.5 out of 5
Price was $893, price is now $754 per person
$754
per person
Nov 26 - Nov 28
found 3 hours 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 - first class flights

Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
Price was $1,202, price is now $989 per person
$989
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $1,251, price is now $1,022 per person
$1,022
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

4 out of 5
Price was $1,221, price is now $1,050 per person
$1,050
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Don't see what you're looking for?
See all available trips from Philadelphia to Anastasia Island
View all trips

Need a Car For After Your Flight?

Midsize

  • 5 people
  • Unlimited mileage
Orlando, USA

$6

$11 total
found 3 days ago
Midsize undefined

Compact

  • 5 people
  • Unlimited mileage
Orlando, USA

$6

$11 total
found 3 days ago
Compact undefined

Economy

  • 5 people
  • Unlimited mileage
Orlando, USA

$6

$11 total
found 3 days ago
Economy undefined

Standard

  • 5 people
  • Unlimited mileage
Orlando, USA

$7

$14 total
found 3 days ago
Standard undefined
Lowest prices found within the past 3 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 $91. 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, December 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, $91 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 $91 and $654 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.