Search Deals onCumberland Island Vacation Packages
Cumberland Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Jacksonville East Merril Road by IHG
Price was $510, price is now $402 per person
$402
per person
Oct 1 - Oct 5
found 5 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions EverBank Stadium and VyStar Veterans Memorial Arena are located nearby.
The microwave wasn't working and housekeeping didn't want to clean my room
Reviewed on Jun 21, 2026
Amelia by the South
Save 100% on your flight
Price was $5,418, price is now $3,553 per person
$3,553
per person
Aug 17 - Aug 21
found 1 hour ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Book a stay at this luxury condo in Fernandina Beach. Enjoy free WiFi, free parking, and private pools. Popular attractions Fernandina Beach and American Beach are located nearby.
Amelia by the Sea
Save 100% on your flight
Price was $5,445, price is now $3,580 per person
$3,580
per person
Aug 17 - Aug 21
found 1 hour ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Stay at this condo in Fernandina Beach. Enjoy free WiFi, free parking, and balconies. Popular attractions Fernandina Beach and American Beach are located nearby.
Hammock Beach Golf Resort & Spa
Save 100% on your flight
Price was $1,460, price is now $1,076 per person
$1,076
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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 Hammock Beach Ocean Course and Palm Coast Beach are located nearby.
Very nice property, but may not be the best place for seniors. Lots of kids.
Reviewed on Jul 6, 2026
The Ritz-Carlton, Amelia Island
Save 100% on your flight
Price was $3,044, price is now $2,303 per person
$2,303
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Book a stay at this luxury resort in Fernandina Beach. Enjoy a full-service spa, a beach locale, and a golf course. Our guests praise the property condition in our reviews. Popular attractions Fernandina Beach and Omni Amelia Island Resort Golf are located nearby.
When we arrived, we were somewhat surprised at the condition of the hotel, being a part of the Ritz Carlton chain. The hotel was rundown, floors were not swept or clean. Our hotel room smelt like dog urine. Will not go back.
Reviewed on Jul 6, 2026
Landing Furnished Apartments near UNF
Price was $977, price is now $751 per person
$751
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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.
Highly recommend! Felt like home, can’t wait to stay again
Reviewed on Jun 7, 2026
Marriott Jacksonville Downtown
Price was $931, price is now $726 per person
$726
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium are located nearby.
Staff was amazing. Answered any question we had.
Reviewed on Jul 7, 2026
Island Oaks RV Resort
Price was $667, price is now $523 per person
$523
per person
Aug 17 - Aug 21
found 1 hour ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Stay at this holiday park in Glen St. Mary. Enjoy free WiFi, free parking, and 6 outdoor pickleball courts. Popular attraction Heritage Park Village is located nearby.
Restaurant staff was very slow and flies everywhere in there not worth the money!!
Reviewed on Jul 3, 2026
Cumberland Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cumberland Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 12 - Sat, Sep 19
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Wed, Sep 16 - Sat, Sep 26
EWR
Newark Liberty Intl. Airport
JAX
Jacksonville Intl.
$197 Roundtrip, found 15 hours ago
$197
Roundtrip
found 15 hours ago
Tue, Aug 11 - Sun, Aug 16
LGA
LaGuardia
JAX
Jacksonville Intl.
$202 Roundtrip, found 2 days ago
$202
Roundtrip
found 2 days ago
Wed, Jul 29 - Wed, Jul 29
BOS
Logan Intl.
JAX
Jacksonville Intl.
$206 Roundtrip, found 6 hours ago
$206
Roundtrip
found 6 hours ago
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