Cheap Flights to Anastasia Island from $25
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
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 $25 for one-way flights to Anastasia Island for the period specified. Prices and availability are subject to change. Additional terms apply
BOS
Logan Intl.
MCO
Orlando Intl.
$49 Roundtrip, found 4 hours ago
$49
Roundtrip
found 4 hours ago
LGA
LaGuardia
MCO
Orlando Intl.
$49 Roundtrip, just found
$49
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Orlando | December 10 to December 16 | $49 |
| EWR | Orlando | December 6 to December 10 | $56 |
| BOS | Orlando | December 10 to December 13 | $60 |
| DFW | Orlando | January 25 to January 30 | $60 |
| PHL | Orlando | December 16 to December 24 | $63 |
| EWR | Jacksonville | December 4 to December 8 | $101 |
| BOS | Jacksonville | January 21 to January 21 | $112 |
| JFK | Jacksonville | December 4 to December 8 | $120 |
| JFK | Daytona Beach | January 1 to January 7 | $134 |
| JFK | Daytona Beach | January 1 to January 7 | $134 |
| BOS | Daytona Beach | January 7 to January 7 | $142 |
| EWR | Daytona Beach | December 2 to December 3 | $161 |
| AUS | Jacksonville | December 3 to December 10 | $197 |
| PHL | Daytona Beach | December 5 to December 15 | $221 |
| AUS | Daytona Beach | November 24 to November 27 | $396 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Orlando | November 16 to December 10 | $97 |
| PHL | Orlando | November 16 to November 23 | $99 |
| DFW | Orlando | November 16 to November 18 | $140 |
| PHL | Jacksonville | November 16 to November 17 | $142 |
| JFK | Orlando | November 16 to November 21 | $148 |
| BOS | Jacksonville | November 16 to November 21 | $225 |
| JFK | Jacksonville | November 15 to November 15 | $236 |
| JFK | Jacksonville | November 15 to November 15 | $236 |
| EWR | Jacksonville | November 14 to November 17 | $241 |
| EWR | Daytona Beach | November 15 to November 24 | $245 |
| EWR | Daytona Beach | November 15 to November 24 | $245 |
| JFK | Daytona Beach | November 16 to December 6 | $271 |
| PHL | Daytona Beach | November 15 to November 27 | $302 |
| BOS | Daytona Beach | November 16 to November 22 | $331 |
| AUS | Daytona Beach | November 15 to November 19 | $549 |
Anastasia Island Flight Information
Traveling to | Anastasia Island |
|---|---|
Lowest Price | $49 |
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
311 A1A Beach Boulevard, St. Augustine, FL
$66 nightly
The price is $74 total per night from Nov 9 to Nov 10
$74 total
Nov 9 - Nov 10
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. ...
7.8/10 Good! (1,063 reviews)
Quick and simple check in. Simple room.
Reviewed on Nov 4, 2025
Regency Inn & Suites
331 A1a Beach Blvd, St. Augustine, FL
$80 nightly
The price is $90 total per night from Nov 25 to Nov 26
$90 total
Nov 25 - Nov 26
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! (1,111 reviews)
Room very clean. Staff very friendly.
Reviewed on Nov 3, 2025
Americas Best Value Inn Ocean Inn
3955 A1A South Street, St. Augustine Beach, St. Augustine, FL
$71 nightly
The price is $79 total per night from Dec 2 to Dec 3
$79 total
Dec 2 - Dec 3
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! (1,004 reviews)
Great location. Easy walk to the beach and close drive to beach parking. Friendly staff. Well-maintained facilities. Nice pool. Great value for the price.
Reviewed on Nov 2, 2025
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 Nov 9 to Nov 10
$74 total
Nov 9 - Nov 10
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! (1,009 reviews)
Simple room, clean, with necessary comodities
Reviewed on Oct 29, 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
$66 nightly
The price is $74 total per night from Nov 9 to Nov 10
$74 total
Nov 9 - Nov 10
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. ...
7.8/10 Good! (1,063 reviews)
Quick and simple check in. Simple room.
Reviewed on Nov 4, 2025
Quality Inn & Suites St Augustine Beach Area
901 A1A Beach Blvd, St. Augustine, FL
$71 nightly
The price is $80 total per night from Nov 10 to Nov 11
$80 total
Nov 10 - Nov 11
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! (1,000 reviews)
Room was clean and comfortable. The elevator was a little clunky!
Reviewed on Nov 3, 2025
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd, St. Augustine, FL
$137 nightly
The price is $153 total per night from Nov 12 to Nov 13
$153 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 3-star hotel in St. Augustine. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (33 reviews)
Very nice remodel and beautiful! We only ate breakfast in the restaurant but I highly recommend eating there. We look forward to getting to stay here again.
Reviewed on Oct 10, 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
$71 nightly
The price is $79 total per night from Dec 2 to Dec 3
$79 total
Dec 2 - Dec 3
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! (1,004 reviews)
Great location. Easy walk to the beach and close drive to beach parking. Friendly staff. Well-maintained facilities. Nice pool. Great value for the price.
Reviewed on Nov 2, 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 Nov 26 to Nov 27
$119 total
Nov 26 - Nov 27
Total with 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! (1,000 reviews)
Clean rooms
Reviewed on Nov 2, 2025
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd, St. Augustine, FL
$137 nightly
The price is $153 total per night from Nov 12 to Nov 13
$153 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 3-star hotel in St. Augustine. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (33 reviews)
Very nice remodel and beautiful! We only ate breakfast in the restaurant but I highly recommend eating there. We look forward to getting to stay here again.
Reviewed on Oct 10, 2025
Ocean Breeze Inn
311 A1A Beach Boulevard, St. Augustine, FL
$66 nightly
The price is $74 total per night from Nov 9 to Nov 10
$74 total
Nov 9 - Nov 10
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. ...
7.8/10 Good! (1,063 reviews)
Quick and simple check in. Simple room.
Reviewed on Nov 4, 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
$122 nightly
The price is $136 total per night from Nov 9 to Nov 10
$136 total
Nov 9 - Nov 10
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! (1,031 reviews)
Always love staying here! Will be back
Reviewed on Nov 3, 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 Hartford 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 Boston 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 Philadelphia to Anastasia Island
View all tripsNeed a Car For After Your Flight?
Special
Orlando, Florida, USA
$5
$21 total
found 7 hours ago
Compact
Orlando, Florida, USA
$6
$12 total
found 23 hours ago
Midsize
Orlando, Florida, USA
$6
$12 total
found 20 hours ago
Fullsize
Orlando, Florida, USA
$7
$15 total
found 7 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
Explore More Ways to Travel with Travelocity
- St. Augustine Historic District Hotels
- Hotels near Anastasia Island Mini-Golf
- Golf Resorts & in Marsh Creek
- Hotels near Flagler Hospital
- Historic Hotels in Coquina Gables
- Hotels near Fiesta Falls Mini-Golf
- 5 Star Hotels in St. Augustine South
- Adults Only Resorts & in St. Augustine South
- Arcade Hotels in St. Augustine South
- Beach Resorts & in St. Augustine South
- Boutique Hotels in St. Augustine South
- Gay Friendly Hotels in St. Augustine South
- Golf Resorts & in St. Augustine South
- Hotels with Balconies in St. Augustine South
- Hotels with Free Breakfast in St. Augustine South
- Hotels with Hot Tubs in St. Augustine South
- Hotels with Kitchenettes in St. Augustine South
- Luxury Hotels in St. Augustine South
- Pet Friendly Hotels in St. Augustine South
- St. Augustine South Hotels
- Historic Hotels in Lighthouse Park
- Romantic Getaways & Hotels in Lighthouse Park
- Hotels near St. Augustine Alligator Farm Zoological Park
- Boutique Hotels in Old City South
- Kid Friendly Hotels in Old City South
- Hotels near St. Augustine Lighthouse & Maritime Museum
- B&B in St. Augustine
- Condos in St. Augustine
- Extended Stay Hotels in St. Augustine
- Beach Resorts & in St. Augustine
- Hotels with Hot Tubs in St. Augustine
- Pet Friendly Hotels in St. Augustine
- St. Augustine Hotels
- Houseboats in St. Augustine
- Motels in St. Augustine
- Vacation Homes in St. Augustine
- Hotels near Llambias House
- Hotels near Butler Beach
- Hotels near St. Johns County Ocean Pier
- Hotels near Anastasia State Park
- Boutique Hotels in Lincolnville
- Cheap Hotels in Lincolnville
- Oceanfront Hotels in Lincolnville
- Lincolnville Hotels
- B&B in St. Augustine Beach
- Cottages in St. Augustine Beach
- Adults Only Resorts & in St. Augustine Beach
- Beach Resorts & in St. Augustine Beach
- Cheap Hotels in St. Augustine Beach
- Kid Friendly Hotels in St. Augustine Beach
- Historic Hotels in St. Augustine Beach
- Hotels with Early Check-in in St. Augustine Beach
- Hotels with Hot Tubs in St. Augustine Beach
- Luxury Hotels in St. Augustine Beach
- Oceanfront Hotels in St. Augustine Beach
- Waterpark Hotels and Resorts in St. Augustine Beach
- St. Augustine Beach Hotels
- Vacation Homes in St. Augustine Beach
- Hotels near St. Augustine Beach
- Flights to Fleming Island
- Flights to Palm Coast
- Flights to Green Cove Springs
- Flights to Atlantic Beach
- Flights to Keystone Heights
- Flights to Neptune Beach
- Flights to Welaka
- Flights to Daytona Beach
- Flights to Ponte Vedra Beach
- Flights to Middleburg
- Flights to Jacksonville
- Flights to Beach Cities Jacksonville
- Flights to Ormond Beach
- Flights to Central East Coast Florida
- Flights to Orlando
- Flights to De Leon Springs
- Flights to Palatka
- Flights to San Mateo
- Flights to Ponte Vedra
- Flights to Pomona Park
- Flights to St. Augustine
- Flights to Southeast Jacksonville
- Flights to Jacksonville Beach
- Flights to Holly Hill
- Flights to Northeast Florida
- Flights to Satsuma
- Flights to Melrose
- Flights to Orange Park
- Flights to Crescent City
- Flights from Montreal to St. Augustine Beach
- Flights to Flagler Beach
- Hotels in St. Augustine Beach
- St. Augustine vacation rentals
- St. Augustine vacations
- Hotels in St. Augustine
- Oceanfront Hotels in St. Augustine
- Motels in St. Augustine
- Visit St. Augustine Lighthouse & Maritime Museum
- Beach Hotels in St. Augustine
- Flights to St. Augustine
- Hotels near St. Augustine Beach
- 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
- Visit St. Augustine Alligator Farm Zoological Park
- Condos in St. Augustine
- Cheap Hotels in St. Augustine