Cumberland Island Vacation Packages 2025/2026 from $291

Cumberland Island flight + hotel vacation packages

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

Wyndham Garden Jacksonville

Southside

per person

Sep 25 - Sep 30

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Jacksonville (JAX)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Courtyard by Marriott Jacksonville Beach Oceanfront

Save 100% on your flight

per person

Sep 25 - Sep 30

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Jacksonville (JAX)

This resort features an outdoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Delta Hotels by Marriott Jacksonville Deerwood

Southside

Save 100% on your flight

per person

Sep 25 - Sep 30

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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. Enjoy free perks like free self parking and an area shuttle.

Southbank Hotel by Marriott Jacksonville Riverwalk

Downtown Jacksonville

Save 100% on your flight

per person

Sep 25 - Sep 30

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Jacksonville (JAX)

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

The Villas of Amelia Island

Save 100% on your flight

per person

Sep 18 - Sep 24

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.

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

$119 nightly

$133 total

Aug 17 - Aug 18

Total includes taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. 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

Ocean Coast Hotel at the Beach Amelia Island

2707 Sadler Road, Fernandina Beach, FL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$104 total

Aug 11 - Aug 12

Total includes taxes and fees

2 outdoor tennis courts, an outdoor pool, and a gym are all featured at this eco-certified hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A restaurant, a 24-hour front desk, and a terrace are also provided.

Pool

Pet friendly

Omni Amelia Island Resort & Spa

39 Beach Lagoon Road, Fernandina Beach, FL

Free Cancellation

Reserve now, pay when you stay

$239 nightly

$268 total

Sep 1 - Sep 2

Total includes taxes and fees

This smoke-free resort features a golf course, a full-service spa, and 9 restaurants. Dine at the beachfront restaurant and 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

Seaside Amelia Inn

2900 Atlantic Ave, Fernandina Beach, FL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$160 total

Aug 10 - Aug 11

Total includes taxes and fees

This hotel features an outdoor pool and a rooftop terrace. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and express check-out are also on offer.

Pool

Breakfast included

Days Inn & Suites by Wyndham Jekyll Island

60 S Beachview Drive, I-95 Exit 29 to US-17, Jekyll Island, GA

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$156 total

Aug 17 - Aug 18

Total includes 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

Jekyll Island Club Resort

371 Riverview Dr, Jekyll Island, GA

Free Cancellation

Reserve now, pay when you stay

$247 nightly

$286 total

Sep 1 - Sep 2

Total includes taxes and fees

This luxury resort includes 5 restaurants, an outdoor pool, and a gym. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free beach shuttle.

Pool

Pet friendly

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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 $291, 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.