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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.
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

2.5 out of 5
Price was $415, price is now $330 per person
$330
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Genovar Park and Falling Waters Pond are located nearby.

Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $4,245, price is now $2,681 per person
$2,681
per person
Dec 12 - Dec 15
found 1 day 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.

Seaside Amelia Inn

Seaside Amelia Inn

3 out of 5
Price was $598, price is now $456 per person
$456
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this beach hotel in Fernandina Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fernandina Beach Main Beach Park and Amelia Island Lighthouse are located nearby.

Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was $745, price is now $571 per person
$571
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly apartment in Jacksonville. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions St. Johns Town Center and TPC Sawgrass are located nearby.
not really clean bugs no internet first day

Reviewed on Sep 18, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $504, price is now $390 per person
$390
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Jacksonville (JAX)
Book a stay at this beach vacation home in Fernandina Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Omni Amelia Island Resort Golf and Amelia Island State Park are located nearby.

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Price was $617, price is now $489 per person
$489
per person
Jan 12 - Jan 16
found 1 day 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.
Lovely Stay! Brand new, super secure, and right on top of all the major stadiums/ballpark, gorgeous property!

Reviewed on Nov 9, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Save 100% on your flight
Price was $2,035, price is now $1,623 per person
$1,623
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this luxury resort in Fernandina Beach. Enjoy a full-service spa, a golf course, and 3 hot tubs. Our guests praise the property condition in our reviews. Popular attractions Omni Amelia Island Resort Golf and Peters Point Beachfront Park are located nearby.

Landing Apartments Downtown Palm Coast

Landing Apartments Downtown Palm Coast

4 out of 5
Price was $2,168, price is now $1,739 per person
$1,739
per person
Dec 26 - Jan 2
found 14 hours ago
Roundtrip flight included
Hartford (BDL) to Jacksonville (JAX)
Book a stay at this business-friendly apartment in Palm Coast. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Cypress Knoll Golf Club and Wadsworth Park are located nearby.
I've stayed in a lot of hotels and this was the most luxurious. Clean, full kitchen, two bedrooms, walk-in closets, and three large flat screen TV and a balcony. I will be returning!!

Reviewed on Oct 17, 2026

Cumberland Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $516, price is now $397 per person
$397
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $4,245, price is now $2,681 per person
$2,681
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Seaside Amelia Inn

Seaside Amelia Inn

3 out of 5
Price was $598, price is now $456 per person
$456
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was $745, price is now $571 per person
$571
per person
Dec 12 - 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.
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Downtown Jacksonville
Price was $1,070, price is now $937 per person
$937
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Jacksonville (JAX)
Landing Apartments Downtown Palm Coast

Landing Apartments Downtown Palm Coast

4 out of 5
Town Center
Price was $2,168, price is now $1,739 per person
$1,739
per person
Dec 26 - Jan 2
found 14 hours ago
Roundtrip flight included
Hartford (BDL) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $1,502, price is now $1,256 per person
$1,256
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Jacksonville (JAX)
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

2.5 out of 5
Price was $1,272, price is now $1,109 per person
$1,109
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Jacksonville (JAX)

Top Flight Deals

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

Frontier Airlines
Wed, Dec 9 - Sat, Dec 12
BWI
Baltimore Washington Intl. Thurgood Marshall
JAX
Jacksonville Intl.
$114 Roundtrip, found 16 hours ago
$114
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Baltimore Washington Intl. Thurgood Marshall to Jacksonville Intl., returning Sat, Dec 12, priced at $114 found 16 hours ago
Frontier Airlines
Sat, Dec 12 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$139 Roundtrip, found 21 hours ago
$139
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sat, Dec 12 from Dallas-Fort Worth Intl. to Jacksonville Intl., returning Wed, Dec 16, priced at $139 found 21 hours ago
Frontier Airlines
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$155 Roundtrip, found 18 hours ago
$155
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 9, priced at $155 found 18 hours ago
Frontier Airlines
Wed, Nov 18 - Sat, Dec 5
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$158 Roundtrip, found 1 hour ago
$158
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Philadelphia Intl. to Jacksonville Intl., returning Sat, Dec 5, priced at $158 found 1 hour ago