Search Deals onCallahan Vacation Packages
Callahan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Villas of Amelia Island
Price was $516, price is now $417 per person
$417
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Southbank Apartments by Landing
Price was $929, price is now $687 per person
$687
per person
Jan 19 - Jan 26
just found
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.
The place was clean and well furnished. This was my first time booking an apartment instead of a hotel, and I loved having access to a kitchen that was fully stocked with cookware and utensils. My one complaint is that there seemed to be frequent events going on nearby that caused parking to disappear on the weekends, since I didn’t pay for a parking spot.
Reviewed on Oct 4, 2026

Amelia by the Sea
Price was $10,085, price is now $7,470 per person
$7,470
per person
Dec 26 - Jan 2
found 20 hours ago
Roundtrip flight included
Hartford (BDL) 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.

Amelia by the South
Price was $4,766, price is now $3,643 per person
$3,643
per person
Dec 26 - Dec 29
found 20 hours ago
Roundtrip flight included
Boston (BOS) 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.

Hammock Beach Golf Resort & Spa
Price was $1,012, price is now $789 per person
$789
per person
Jan 9 - Jan 12
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Old Salt Park Beach are located nearby.
The staff were all very kind and helpful, the room was clean, grounds were clean and well maintained, amenities were in abundance. We ate dinner at the Italian restaurant and it was delicious but took a long time, start to finish, it took 2.5 hours for us to finish a meal. We ate breakfast at the Atlantic Grill and that was good, but not special. We also ordered pizza from the Pizza parlor and that was very good. I'm also Celiac, and all the gluten free options across these places were great. The only place that didn't seem to have much of anything safe for celiac was the pool bar.
Reviewed on Nov 9, 2026

Landing Apartments Downtown Palm Coast
Price was $2,168, price is now $1,739 per person
$1,739
per person
Dec 26 - Jan 2
found 1 day 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

Marriott Jacksonville Downtown
Price was $839, price is now $675 per person
$675
per person
Jan 15 - Jan 18
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, 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.

Holiday Inn Express Jacksonville South Bartram Prk by IHG
Price was $652, price is now $526 per person
$526
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Callahan Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Callahan 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.

Wed, Dec 9 - Sat, Dec 12
BWI
Baltimore Washington Intl. Thurgood Marshall
JAX
Jacksonville Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago

Sat, Dec 12 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$135 Roundtrip, found 1 hour ago
$135
Roundtrip
found 1 hour ago

Wed, Dec 2 - Wed, Dec 16
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago

Wed, Nov 18 - Sat, Dec 5
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$183 Roundtrip, just found
$183
Roundtrip
just found
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