Cumberland Island Vacation Packages
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Your Cumberland Island Vacation
With a vacation package to Cumberland Island, say goodbye to travel planning and hello to an effortless adventure. Every detail of your getaway has been taken care of before you go, so you can enjoy each moment discovering this interesting city. There's plenty to put on your itinerary during your trip to Cumberland Island, beginning with leading attractions such as Cumberland Island National Seashore and Plum Orchard Mansion. Your ultimate Cumberland Island vacation is only clicks away. Search accommodations, flights and more on Expedia for a getaway that's tailored just for you.
Top Cumberland Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Downtown Palm Coast
Town Center
CA $885
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Jacksonville (JAX)
10/10 Exceptional! (3 reviews)
We had such a wonderful stay! The apartment was absolutely beautiful—modern, spacious, spotless, and very comfortable. It truly felt like a home away from home.
The amenities were incredible! There was so much to do within the community that we hardly needed to leave. Everything was well maintained, and it made our stay even more enjoyable.
I also appreciated all the thoughtful touches inside the apartment, like the snacks, cups, and the washer and dryer, which made our stay so convenient. The check-in and check-out instructions were clear and easy to follow, making the entire process seamless.
I would absolutely stay here again and highly recommend it to anyone looking for a comfortable, relaxing, and well-equipped place to stay!
Reviewed on Jul 14, 2026
Hammock Beach Golf Resort & Spa
CA $1,328
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
8.8/10 Excellent! (1,005 reviews)
The “luxury suite” was nice unfortunately only half the shower head functioned and all of the beds were like sleeping on lumpy rocks.
The slide at the pool was not working so the kids were disappointed.
The valet, check in staff, and waiters by the pool were friendly but other staff looked miserable.
We have stayed here every year for the past 5 years and it seems to be going down hill, especially for the price you pay.
Reviewed on Aug 10, 2026
Villas By the Sea Resort & Conference Center
CA $1,191
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very good! (1,155 reviews)
Clean room,beautiful beach view, preferred to be in the ground level unit for easy access but got the second floor unit .
Reviewed on Aug 4, 2026
Ready to book your vacation to Cumberland Island?
Cumberland Island Hotel Deals
Amelia Hotel at the Beach
1997 S Fletcher Ave Fernandina Beach FL
Fully refundableReserve now, pay when you stay
CA $163
CA $189 total
Aug 12 - Aug 13
includes taxes & fees
8.6/10 Excellent! (2,253 reviews)
"My granddaughter and I thoroughly enjoyed our four days at the hotel. The rooms are clean, the bedding is extremely comfortable, the updates to this older hotel are wonderful. Beautiful flooring, crown molding, excellent breakfast hours from 6 AM till 10 AM, rocking chairs on the porch, a little ..."
Reviewed on Aug 11, 2026
Omni Amelia Island Resort & Spa
39 Beach Lagoon Road Fernandina Beach FL
Fully refundableReserve now, pay when you stay
CA $399
CA $525 total
Aug 29 - Aug 30
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Excellent resort provided an excellent vacation. The staff & other guests were friendly. Plenty of lounge chairs"
Reviewed on Aug 11, 2026
Courtyard by Marriott Amelia Island
2700 Atlantic Avenue Fernandina Beach FL
Fully refundableReserve now, pay when you stay
CA $166
CA $186 total
Aug 13 - Aug 14
includes taxes & fees
8.8/10 Excellent! (801 reviews)
"."
Reviewed on Aug 11, 2026
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.
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.
What to do in Cumberland Island
Downtown Fernandina Historical Walking Tour
CA $42
per adult
100% of travellers recommend
Guided Kayak Eco Tour: Real Florida Adventure
CA $85
per adult
90% of travellers recommend
Frequently asked questions
How much does a Cumberland Island vacation package cost?
You can pick up a vacation package to this top destination from CA $885 on Expedia. But how much your vacation to Cumberland Island costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Cumberland Island?
January, February and November are the best times to search for cheap Cumberland Island vacation packages. Travelling in quieter months means you can typically find reduced prices on flights and hotels.
How many days is enough for Cumberland Island?
Generally, a handful of days is enough to explore the top sights during your Cumberland Island vacation. However, if you prefer to have time to unwind or go on day trips, consider extending your itinerary.
How to find the best Cumberland Island package deals?
Use Expedia's filters to help you find some great Cumberland Island package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Cumberland Island package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Cumberland Island vacation as a package?
You can enjoy significant savings on your next Cumberland Island escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cumberland Island?
If you're planning an impromptu Cumberland Island trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Cumberland Island?
- Choose your dates: The things you plan to do in Cumberland Island and your preferred season can help you decide when to go.
- Work out your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Cumberland Island.
- Work out your trip length: Consider how much time you want to spend exploring Cumberland Island. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Cumberland Island vacation package.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
