Cumberland Island Vacation Packages 2026 from $428

Cumberland Island flight + hotel vacation packages

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

Studio 6 Suites Jacksonville Deerwood Park FL

Southside

$428

per person

Jan 5 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the laundry service and onsite conference space. A gym and laundry facilities are also provided.

Marriott Jacksonville Downtown

Downtown Jacksonville

Save 100% on your flight

$858

per person

Jan 5 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Landing Apartments near Downtown Jacksonville

Downtown Jacksonville

$641

per person

Jan 5 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This apartment features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A virtual front desk are provided for your convenience.

Holiday Inn Express Jacksonville Beach by IHG

$521

per person

Jan 5 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Landing Apartments Downtown Palm Coast

Town Center

$878

per person

Dec 29 - Jan 1

found 17 hours ago

Roundtrip flight included

Chicago (ORD) 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

$117 nightly

$131 total

Nov 3 - Nov 4

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

$209 nightly

$234 total

Nov 14 - Nov 15

Total with taxes and fees

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.

Pool

Hot Tub

Omni Amelia Island Resort & Spa

39 Beach Lagoon Road Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$361 nightly

$405 total

Nov 8 - Nov 9

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

SpringHill Suites by Marriott Amelia Island

2700 Atlantic Ave Fernandina Beach FL

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$144 total

Nov 2 - Nov 3

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

$103 nightly

$123 total

Nov 1 - Nov 2

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

Saint Simons Inn by the Lighthouse

609 Beachview Drive St. Simons Island GA

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$163 total

Oct 21 - Oct 22

Total with taxes and fees

A casino shuttle and free self parking are featured at this hotel, along with an outdoor pool. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A computer station and free newspapers are also provided.

Pool

Breakfast included

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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.

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 family-friendly area.

See properties

Frequently asked questions

How much are vacation packages to Cumberland Island?

Starting as low as $428, 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.