Cumberland Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Amelia Hotel at the Beach

Amelia Hotel at the Beach

2.5 out of 5
Price was CA $1,464, price is now CA $1,190 per person
CA $1,190
per person
Jan 14 - Jan 21
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.6/10 Excellent! (2,356 reviews)

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was CA $1,653, price is now CA $1,271 per person
CA $1,271
per person
Jan 14 - Jan 21
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.4/10 Very good! (1,280 reviews)
We had a wonderful stay at The Omni. They offer so much on the property. I highly recommend staying there. Definitely would go back!

Reviewed on Nov 1, 2026

Seaside Amelia Inn

Seaside Amelia Inn

3 out of 5
Price was CA $1,578, price is now CA $1,246 per person
CA $1,246
per person
Jan 14 - Jan 21
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.6/10 Excellent! (1,163 reviews)
Everything from location, staff and room was exceptional!

Reviewed on Oct 30, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Price was CA $5,186, price is now CA $4,226 per person
CA $4,226
per person
Jan 14 - Jan 21
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
9.2/10 Wonderful! (393 reviews)
A beautiful place

Reviewed on Oct 11, 2026

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was CA $1,817, price is now CA $1,499 per person
CA $1,499
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Jacksonville (JAX)
No reviews
Close to ball. Park. Convenient parking

Reviewed on Sep 3, 2026

Ready to book your vacation to Cumberland Island?

 

Choose your dates

Cumberland Island Hotel Deals

Amelia Hotel at the Beach

Amelia Hotel at the Beach

2.5 out of 5
1997 S Fletcher Ave Fernandina Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Dec 1 to Dec 2
CA $127
CA $148 total
Dec 1 - Dec 2
includes taxes & fees
Amelia Hotel at the Beach
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
39 Beach Lagoon Road Fernandina Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $435 per night from Nov 15 to Nov 16
CA $435
CA $565 total
Nov 15 - Nov 16
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Garbage was lying around."

Reviewed on Nov 1, 2026

Omni Amelia Island Resort & Spa
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
8 Amelia Village Circle, Amelia Island Fernandina Beach FL
8.4/10 Very good! (1,288 reviews)
"We had a wonderful stay at The Omni. They offer so much on the property. I highly recommend staying there. Definitely would go back!"

Reviewed on Nov 1, 2026

Get rates
The Villas of Amelia Island
See all 4,463 properties in Cumberland Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

What to do in Cumberland Island

Jekyll Island Dolphin Tours

Jekyll Island Dolphin Tours

CA $63
per adult
94% of travellers recommend
Jekyll Island Dolphin Tours
Our historic buildings are beautiful and full of wonder.

Downtown Fernandina Historical Walking Tour

CA $42
per adult
100% of travellers recommend
Downtown Fernandina Historical Walking Tour
Guided Kayak Eco Tour: Real Florida Adventure

Guided Kayak Eco Tour: Real Florida Adventure

CA $85
per adult
90% of travellers recommend
Guided Kayak Eco Tour: Real Florida Adventure
See all activities in Cumberland Island

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 $1,190 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?

  1. Choose your dates: The things you plan to do in Cumberland Island and your preferred season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.