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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.
Beachside Motel

Beachside Motel

2 out of 5
Price was $390, price is now $300 per person
$300
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Jacksonville (JAX)
Book a stay at this golf motel in Fernandina Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Omni Amelia Island Resort Golf and Fernandina Beach are located nearby.
Enjoy the stay was a short walk to the beach was phenomenal. We even seen a couple of gopher turtles. One was upside down on his back and I flipped him over and he took off. Thanks for making it a nice stay.

Reviewed on Sep 26, 2026

Amelia by the South

Amelia by the South

4.5 out of 5
Save 100% on your flight
Price was $4,379, price is now $2,807 per person
$2,807
per person
Nov 13 - Nov 16
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Book a stay at this luxury condo in Fernandina Beach. Enjoy free WiFi, free parking, and private pools. Popular attractions Omni Amelia Island Resort Golf and Fernandina Beach are located nearby.

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Save 100% on your flight
Price was $1,256, price is now $931 per person
$931
per person
Dec 15 - Dec 22
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this apartment in Jacksonville. Enjoy free parking, an outdoor pool, and a 24-hour fitness center. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium are located nearby.
Close to ball. Park. Convenient parking

Reviewed on Sep 3, 2026

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Price was $1,039, price is now $781 per person
$781
per person
Dec 15 - Dec 22
found 9 hours ago
Roundtrip flight included
Boston (BOS) 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.

Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $5,598, price is now $4,257 per person
$4,257
per person
Nov 2 - Nov 6
found 23 hours ago
Roundtrip flight included
Boston (BOS) 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.

Landing Apartments near JAX

Landing Apartments near JAX

3.5 out of 5
Price was $948, price is now $724 per person
$724
per person
Dec 15 - Dec 22
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly apartment in Jacksonville. Enjoy free parking, a fitness center, and a picnic area. Popular attractions Jacksonville Zoo and Gardens and River City Market Place are located nearby.

Landing Chic 1bd, Gym, Rooftop Lounge

Landing Chic 1bd, Gym, Rooftop Lounge

3 out of 5
Price was $1,235, price is now $948 per person
$948
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this apartment in Jacksonville. Enjoy free parking, a 24-hour fitness center, and an in-room coffeemaker. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium are located nearby.

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
Price was $1,049, price is now $807 per person
$807
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium are located nearby.
The hotel was was excellent from top to bottom. A couple of restaurants in the lobby as well as a well stocked area to pick up quick items - juices, pastries, coffee, etc. The staff was wonderful and it is located right on the Riverwalk so I was able to get in a 4 mile run. It's also located about 1.3 miles from the Everbank stadium if you're in town for a Jaguars game. Would definitely stay here again.

Reviewed on Sep 29, 2026

Cumberland Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $595, price is now $450 per person
$450
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Jacksonville (JAX)
Amelia by the South

Amelia by the South

4.5 out of 5
Save 100% on your flight
Price was $4,379, price is now $2,807 per person
$2,807
per person
Nov 13 - Nov 16
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $5,598, price is now $4,257 per person
$4,257
per person
Nov 2 - Nov 6
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Landing Chic 1bd, Gym, Rooftop Lounge

Landing Chic 1bd, Gym, Rooftop Lounge

3 out of 5
Urban Core
Price was $1,235, price is now $948 per person
$948
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)

Cumberland Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Apartments near JAX

Landing Apartments near JAX

3.5 out of 5
Northside
Price was $948, price is now $724 per person
$724
per person
Dec 15 - Dec 22
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $1,256, price is now $931 per person
$931
per person
Dec 15 - Dec 22
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Landing Chic 1bd, Gym, Rooftop Lounge

Landing Chic 1bd, Gym, Rooftop Lounge

3 out of 5
Urban Core
Save 100% on your flight
Price was $1,367, price is now $1,024 per person
$1,024
per person
Dec 15 - Dec 22
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Price was $1,039, price is now $781 per person
$781
per person
Dec 15 - Dec 22
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)

Top Flight Deals

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

Frontier Airlines
Tue, Oct 27 - Sat, Oct 31
BWI
Baltimore Washington Intl. Thurgood Marshall
JAX
Jacksonville Intl.
$121 Roundtrip, found 12 hours ago
$121
Roundtrip
found 12 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 $121 found 12 hours ago
Frontier Airlines
Tue, Nov 3 - Tue, Nov 10
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Nov 3 from Philadelphia Intl. to Jacksonville Intl., returning Tue, Nov 10, priced at $137 found 2 days ago
Frontier Airlines
Tue, Nov 10 - Thu, Nov 19
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Nov 10 from O'Hare Intl. to Jacksonville Intl., returning Thu, Nov 19, priced at $189 found 3 days ago
Frontier Airlines
Mon, Nov 2 - Thu, Nov 5
AUS
Austin-Bergstrom Intl.
JAX
Jacksonville Intl.
$194 Roundtrip, found 9 hours ago
$194
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Austin-Bergstrom Intl. to Jacksonville Intl., returning Thu, Nov 5, priced at $194 found 9 hours ago