Search Deals on
Callahan Vacation Packages

Build your package with 2 more options
Photo by Adventurous Amber

Callahan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Jacksonville Deerwood

Delta Hotels by Marriott Jacksonville Deerwood

4 out of 5
Price was $345, price is now $258 per person
$258
per person
Dec 12 - Dec 15
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Johns Town Center and EverBank Stadium are located nearby.
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $870, price is now $586 per person
$586
per person
Dec 7 - Dec 11
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4-star beach resort 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 Amelia Island Nature Center and Segway of Amelia Island are located nearby.
The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Save 100% on your flight
Price was $1,631, price is now $1,126 per person
$1,126
per person
Jan 15 - Jan 18
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Stay at this 5-star 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 Peters Point Beachfront Park and Palmetto Walk Shopping Village are located nearby.
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $615, price is now $427 per person
$427
per person
Dec 12 - Dec 15
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 3-star beach hotel in Jacksonville Beach. Enjoy free breakfast, 2 outdoor pools, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Sleiman North Shopping Center and Jacksonville Beach Pier are located nearby.
Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Save 100% on your flight
Price was $704, price is now $492 per person
$492
per person
Dec 12 - Dec 15
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4.5-star luxury hotel in Jacksonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions St. Johns Town Center and TPC Sawgrass are located nearby.
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $588, price is now $415 per person
$415
per person
Dec 7 - Dec 11
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this 4-star 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 Amelia Island State Park and Fort George Island Cultural State Park are located nearby.
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Price was $702, price is now $519 per person
$519
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Jacksonville (JAX)
Stay at this 3.5-star business-friendly hotel in Jacksonville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions EverBank Stadium and Jacksonville Zoo and Gardens are located nearby.
Microtel Inn & Suites by Wyndham Jacksonville Airport

Microtel Inn & Suites by Wyndham Jacksonville Airport

2.5 out of 5
Price was $532, price is now $402 per person
$402
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Jacksonville Zoo and Gardens and River City Market Place are located nearby.

Callahan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $615, price is now $427 per person
$427
per person
Dec 12 - Dec 15
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $870, price is now $586 per person
$586
per person
Dec 7 - Dec 11
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $1,723, price is now $1,175 per person
$1,175
per person
Dec 7 - Dec 11
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Save 100% on your flight
Price was $704, price is now $492 per person
$492
per person
Dec 12 - Dec 15
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)

Callahan Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
Southside
Price was $498, price is now $330 per person
$330
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Price was $1,042, price is now $661 per person
$661
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
Holiday Inn Express Jacksonville Beach by IHG

Holiday Inn Express Jacksonville Beach by IHG

2.5 out of 5
Price was $690, price is now $487 per person
$487
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $919, price is now $671 per person
$671
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop 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
Thu, Dec 4 - Mon, Dec 8
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$114 Roundtrip, found 6 days ago
$114
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Dallas-Fort Worth Intl. to Jacksonville Intl., returning Mon, Dec 8, priced at $114 found 6 days ago
JetBlue Airways
Sat, Nov 15 - Wed, Nov 19
BOS
Logan Intl.
JAX
Jacksonville Intl.
$119 Roundtrip, found 6 days ago
$119
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Nov 15 from Logan Intl. to Jacksonville Intl., returning Wed, Nov 19, priced at $119 found 6 days ago
Frontier Airlines
Mon, Nov 10 - Thu, Nov 13
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 10 from O'Hare Intl. to Jacksonville Intl., returning Thu, Nov 13, priced at $120 found 1 day ago
JetBlue Airways
Sat, Nov 15 - Wed, Nov 19
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Nov 15 from John F. Kennedy Intl. to Jacksonville Intl., returning Wed, Nov 19, priced at $127 found 6 days ago