Cheap Flights To Cumberland Island 2026

Cumberland Island Flights as Low as $243

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Delta
Sat, Nov 7 - Tue, Nov 17
HPN
Westchester County
JAX
Jacksonville Intl.
$259
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Nov 7 from Westchester County to Jacksonville Intl., returning Tue, Nov 17, priced at $259 found 19 hours ago
Frontier Airlines
Delta
Sat, Jan 2 - Wed, Jan 13
HPN
Westchester County
JAX
Jacksonville Intl.
$279
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Jan 2 from Westchester County to Jacksonville Intl., returning Wed, Jan 13, priced at $279 found 19 hours ago
Frontier Airlines
Frontier Airlines
Frontier Airlines
Delta
Wed, Oct 28 - Sat, Oct 31
HPN
Westchester County
JAX
Jacksonville Intl.
$309
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 28 from Westchester County to Jacksonville Intl., returning Sat, Oct 31, priced at $309 found 5 days ago
American Airlines
Delta
Tue, Dec 1 - Tue, Dec 15
HPN
Westchester County
JAX
Jacksonville Intl.
$319
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Dec 1 from Westchester County to Jacksonville Intl., returning Tue, Dec 15, priced at $319 found 19 hours ago
Delta
United
Southwest Airlines
Delta
Thu, Nov 26 - Thu, Dec 3
BZN
Bozeman Yellowstone Intl.
JAX
Jacksonville Intl.
$390
Roundtrip
found 13 hours ago
Select Delta flight, departing Thu, Nov 26 from Bozeman Yellowstone Intl. to Jacksonville Intl., returning Thu, Dec 3, priced at $390 found 13 hours ago
JetBlue Airways

Flight Travel Guide to Cumberland Island

No matter how much you fight the travel bug, sometimes there's only one solution—to hop on the next plane to Cumberland Island. AARP Travel Center Powered by Expedia® is here to help you cure that bug with great deals on flights and activities. AARP Travel combines members-only discounts with the best rates from Expedia, so members get the best price in travel, guaranteed. AARP members pay no booking fees on flights, and often receive exclusive rates on hotels and car rentals.

Once you've got your trip scheduled, we will show you a full list of deals for your route. Do not forget to look at flights to alternative airports nearby, which can help you find a lower airfare rate.

Cumberland Island Airport Transportation

Once you've reserved plane tickets to Cumberland Island, you might want to book a car so you can get around Cumberland Island. You can book Cumberland Island rental cars under our cars tab and jump in the car right when you step out of the airport. For more information, check out the Cumberland Island Car Rentals Guide.

Cumberland Island Activities

If you aren't sure where to start, we can help you with that too. Not to worry—there's lots to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in Cumberland Island, make sure you look at our "Things to Do in Cumberland Island" page for activities and excursions for the whole family.

Where to Stay in Cumberland Island

Cumberland Island has lodging options in the area, make sure you check out our hotel listings tab for some great recommendations from past visitors. Remember that you will get the best for your trip when you book your stay with AARP Travel.

Book Your Cumberland Island Trip to Cumberland Island

Once you have decided when you want to visit, allow us here at AARP Travel to connect you with inexpensive tickets to Cumberland Island. There is no better time than now to start booking your next trip. Book one of our flights today.