Cumberland Island Vacation Packages 2026 from $585

Cumberland Island flight + hotel vacation packages

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

Legacy Vacation Resorts Palm Coast

$585

per person

Nov 19 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Jacksonville (JAX)

This aparthotel features an outdoor pool and a gym. There's fun for all ages with mini golf and an arcade/game room, and barbecue grills are available on site. Enjoy the outdoor tennis court and perks like free self parking.

Hammock Beach Golf Resort & Spa

Save 100% on your flight

$1,011

per person

Nov 19 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Jacksonville (JAX)

This luxury resort features a private beach, a golf course, and free water park access. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy a meal in one of the 9 restaurants and free perks like free self parking and WiFi in public areas.

Amelia Hotel at the Beach

Save 100% on your flight

$2,005

per person

Nov 19 - Nov 25

just found

Roundtrip flight included

New York (NYC) to Jacksonville (JAX)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

The Villas of Amelia Island

Save 100% on your flight

$1,839

per person

Oct 13 - Oct 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This smoke-free vacation home features a golf course, a full-service spa, and 9 restaurants. Enjoy a day at the beach kayaking, or relax with beach cabanas. There's fun for all ages with a children's club and mini golf, and babysitting is an added bonus.

Landing Apartments Downtown Palm Coast

Town Center

Save 100% on your flight

$815

per person

Nov 19 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Jacksonville (JAX)

This apartment features an outdoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference center. Free self parking, barbecue grills, and a virtual front desk are also on offer.

Top Cumberland Island hotels deals

Amelia Hotel at the Beach

1997 S Fletcher Ave Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$135 total

Sep 7 - Sep 8

Total with taxes and fees

Pool

Breakfast included

Omni Amelia Island Resort & Spa

39 Beach Lagoon Road Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$364 nightly

$407 total

Sep 6 - Sep 7

Total with taxes and fees

This smoke-free resort features a golf course, a full-service spa, and 9 restaurants. Bring the family and enjoy the mini golf, children's pool, and playground. Enjoy the 2 outdoor pools and perks like free WiFi.

Pool

Hot Tub

Courtyard by Marriott Amelia Island

2700 Atlantic Avenue Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$129 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and visit the 2 bars/lounges and poolside bar for drinks.

Pool

Hot Tub

The Villas of Amelia Island

8 Amelia Village Circle, Amelia Island Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$249 nightly

$279 total

Sep 6 - Sep 7

Total with taxes and fees

Pool

Hot Tub

SpringHill Suites by Marriott Amelia Island

2700 Atlantic Ave Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$129 total

Sep 27 - Sep 28

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at one of the 2 bars/lounges and enjoy the free buffet breakfast.

Pool

Breakfast included

Days Inn & Suites by Wyndham Jekyll Island

60 S Beachview Drive Jekyll Island GA

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$145 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel's 2 outdoor pools and hot tub are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Cumberland Island

View all properties

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.

Stay near popular Cumberland Island attractions

Plum Orchard Mansion

9.6/10 (20 reviews)

You can spend time browsing the exhibits at Plum Orchard Mansion during your trip to Cumberland Island. Wander the beautiful beaches and seaside in this relaxing area.

See properties

Frequently asked questions

How much are vacation packages to Cumberland Island?

Starting as low as $585, hotel and flight packages are a superb way to stretch your vacation budget. Watch out Cumberland Island — here you come!

Where can I get the best vacation package deals for Cumberland Island?

Travelocity is the only place you need to go to score an amazing Cumberland Island package deal. Select from 400 airlines and 1,000,000 properties across the globe and create a travel itinerary that's suited to you. With so many options, you'll have plenty of inspiration for your next big escape.

Why should I purchase my Cumberland Island vacation bundle with Travelocity?

Whether you're searching for the ultimate unplugged getaway or you crave the fun and excitement of the big city, booking everything with Travelocity saves you time, hassle and money. No need to sift through countless websites for the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available 24/7.

Can I save on my Cumberland Island car rental if I book it with my hotel or flight?

You can with our Cumberland Island vacation packages. With one of these, there are plenty of ways to make your hard-earned cash go further. Combine any two or more car, flight, hotel and tour bookings and see the savings add up. With your own set of wheels, all the popular attractions in and around Cumberland Island are just a road trip away.

What is the best time of year to go to Cumberland Island?

You'll score the best hotel prices around and pay the most during . It's usually less busy in January, September and December, while you'll find a lot more fellow visitors to hang out with during March, April and May. It comes down to how much you're willing to pay, the weather and how well you deal with crowds.