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Cumberland Island Vacation Packages

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Cumberland Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast

3 out of 5
Price was $656, price is now $485 per person
$485
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Book a stay at this family-friendly aparthotel in Palm Coast. Enjoy free parking, a fitness center, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Palm Coast Resort Golf Club and Palm Harbor Golf Club are located nearby.

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $895, price is now $582 per person
$582
per person
Nov 16 - Nov 20
found 3 hours ago
Roundtrip flight included
Cincinnati (CVG) to Jacksonville (JAX)
Book a stay at this luxury resort in Palm Coast. Enjoy free WiFi, free parking, and 9 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Course at Hammock Beach Golf Resort and Hammock Beach Ocean Course are located nearby.

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $4,250, price is now $3,066 per person
$3,066
per person
Nov 5 - Nov 8
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Stay at this condo in Fernandina Beach. Enjoy free WiFi, free parking, and balconies. Popular attractions Omni Amelia Island Resort Golf and Fernandina Beach are located nearby.

Florida House Inn

Florida House Inn

3 out of 5
Price was $842, price is now $665 per person
$665
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Stay at this B&B in Fernandina Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Door Artists and Island Art Association Gallery are located nearby.
The room was very cold and there was no thermostat. We also had a small leak in the roof over the bed next to the bathroom.

Reviewed on Sep 8, 2026

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Price was $909, price is now $724 per person
$724
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Stay at this aparthotel in Jacksonville. Enjoy a rooftop terrace, a fitness center, and daily housekeeping. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium are located nearby.

Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was $1,202, price is now $958 per person
$958
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Jacksonville (JAX)
Book a stay at this beach hotel in Jacksonville Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Beaches Arts Center and Lynch's Irish Pub are located nearby.

Casa Marina Hotel

Casa Marina Hotel

3 out of 5
Price was $1,268, price is now $1,015 per person
$1,015
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Stay at this hotel in Jacksonville Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Beaches Arts Center and Lynch's Irish Pub are located nearby.
The bed was so high I had to stand on the frame to get into it. The light switch didn't work. The breakfast was cold, coffee and waffles great, insufficient seating. Hamburger meat improperly ground with insufficient seasoning and sauce, espresso martini excellent. Staff was amazing and anxious to please, especially the front desk.

Reviewed on Sep 7, 2026

Amelia Hotel at the Beach

Amelia Hotel at the Beach

2.5 out of 5
Price was $746, price is now $597 per person
$597
per person
Nov 25 - Nov 30
found 11 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Fernandina Beach. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Omni Amelia Island Resort Golf and Seaside Park are located nearby.

Cumberland Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast

3 out of 5
Price was $656, price is now $485 per person
$485
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $895, price is now $582 per person
$582
per person
Nov 16 - Nov 20
found 3 hours ago
Roundtrip flight included
Cincinnati (CVG) to Jacksonville (JAX)
Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $4,250, price is now $3,066 per person
$3,066
per person
Nov 5 - Nov 8
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Amelia by the South

Amelia by the South

4.5 out of 5
Price was $5,594, price is now $4,164 per person
$4,164
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)

Cumberland Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast

3 out of 5
Price was $958, price is now $678 per person
$678
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $9,353, price is now $6,837 per person
$6,837
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Downtown Jacksonville
Price was $877, price is now $685 per person
$685
per person
Nov 25 - Nov 30
found 11 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Candlewood Suites Jacksonville East Merril Road by IHG

Candlewood Suites Jacksonville East Merril Road by IHG

2.5 out of 5
Arlington
Price was $1,072, price is now $850 per person
$850
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Nov 7 - Wed, Nov 11
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$86 Roundtrip, found 2 days ago
$86
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Philadelphia Intl. to Jacksonville Intl., returning Wed, Nov 11, priced at $86 found 2 days ago
Frontier Airlines
Tue, Oct 27 - Sat, Oct 31
BWI
Baltimore Washington Intl. Thurgood Marshall
JAX
Jacksonville Intl.
$119 Roundtrip, found 18 hours ago
$119
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Baltimore Washington Intl. Thurgood Marshall to Jacksonville Intl., returning Sat, Oct 31, priced at $119 found 18 hours ago
Frontier Airlines
Tue, Oct 13 - Thu, Oct 15
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$206 Roundtrip, found 1 hour ago
$206
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Dallas-Fort Worth Intl. to Jacksonville Intl., returning Thu, Oct 15, priced at $206 found 1 hour ago
Bargain Flight
Sun, Jan 17 - Sat, Jan 30
DCA
Ronald Reagan Washington National
JAX
Jacksonville Intl.
$216 Roundtrip, found 10 hours ago
$216
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Sun, Jan 17 from Ronald Reagan Washington National to Jacksonville Intl., returning Sat, Jan 30, priced at $216 found 10 hours ago