Cumberland Island Vacation Packages 2026 from $303

Cumberland Island flight + hotel vacation packages

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

Delta Hotels by Marriott™ Jacksonville Deerwood

Southside

Save 100% on your flight

$303

per person

Aug 23 - Aug 27

found 5 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Jacksonville (JAX)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. A free area shuttle is offered as well.

Hyatt Place Jacksonville / St. Johns Town Center

Southside

Save 100% on your flight

$339

per person

Aug 23 - Aug 27

found 4 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Jacksonville (JAX)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. Enjoy the 24-hour gym and free continental breakfast each morning.

The Villas of Amelia Island

Save 100% on your flight

$696

per person

Aug 10 - Aug 15

found 1 day ago

Roundtrip non-stop 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.

Hammock Beach Golf Resort & Spa

Save 100% on your flight

$688

per person

Jul 13 - Jul 16

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Hyatt Regency Jacksonville

Downtown Jacksonville

Save 100% on your flight

$414

per person

Aug 23 - Aug 27

found 4 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Jacksonville (JAX)

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

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

$156 nightly

$174 total

Jun 9 - Jun 10

Total with taxes and fees

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.

Pool

Breakfast included

The Villas of Amelia Island

8 Amelia Village Circle, Amelia Island Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$311 nightly

$349 total

Jun 13 - Jun 14

Total with taxes and fees

Extended Stay America Premier Suites - Jacksonville - Airport

15678 Max Leggett Parkway Jacksonville FL

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$97 total

Jun 14 - Jun 15

Total with taxes and fees

A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Pet friendly

Courtyard by Marriott Amelia Island

2700 Atlantic Avenue Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$142 total

Jun 9 - Jun 10

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.

Omni Amelia Island Resort & Spa

39 Beach Lagoon Road Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$389 nightly

$436 total

Jun 21 - Jun 22

Total with taxes and fees

This smoke-free resort features a golf course, a full-service spa, and 9 restaurants. Enjoy a day at the beach surfing, or relax with beach cabanas. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.

Pool

Hot Tub

Days Inn & Suites by Wyndham Jekyll Island

60 S Beachview Drive Jekyll Island GA

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$186 total

Jun 8 - Jun 9

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.

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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.

Popular places to visit

Plum Orchard Mansion

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.

First African Baptist Church

Find out about the history of Cumberland Island with a stop at First African Baptist Church. Discover the area's museums and shops.

Frequently asked questions

How much are vacation packages to Cumberland Island?

Starting as low as $303, 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.