Search Deals on
Callahan Vacation Packages

Build your package with 2 more options

Callahan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Jacksonville / St. Johns Town Center

Hyatt Place Jacksonville / St. Johns Town Center

3 out of 5
Price was $547, price is now $428 per person
$428
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Johns Town Center and Topgolf are located nearby.
We really enjoyed our stay at the Hyatt. The only issue we experienced was at the pool, there were no towels available, and after asking the front desk multiple times, no one ever brought any out. Aside from that, everything else was great. We had a wonderful experience overall and would definitely stay here again.

Reviewed on Jun 29, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,305, price is now $951 per person
$951
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip 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 Ocean Hammock Golf Club are located nearby.
Beautiful and roomy villa. Beautiful resort with a lot of options

Reviewed on Jun 30, 2026

Landing Apartments near JAX

Landing Apartments near JAX

3.5 out of 5
Save 100% on your flight
Price was $1,003, price is now $736 per person
$736
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Price was $897, price is now $680 per person
$680
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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 check in process was very confusing but the visa

Reviewed on Apr 4, 2026

Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was $965, price is now $745 per person
$745
per person
Sep 9 - Sep 14
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.
Highly recommend! Felt like home, can’t wait to stay again

Reviewed on Jun 7, 2026

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Price was $754, price is now $593 per person
$593
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop 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.

Candlewood Suites Jacksonville East Merril Road by IHG

Candlewood Suites Jacksonville East Merril Road by IHG

2.5 out of 5
Price was $559, price is now $440 per person
$440
per person
Aug 19 - Aug 25
found 5 hours ago
Roundtrip flight included
Boston (BOS) 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

Callahan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Jacksonville / St. Johns Town Center

Hyatt Place Jacksonville / St. Johns Town Center

3 out of 5
Southside
Price was $547, price is now $428 per person
$428
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,305, price is now $951 per person
$951
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was $754, price is now $593 per person
$593
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop 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.
Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Price was $897, price is now $680 per person
$680
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Landing Apartments near JAX

Landing Apartments near JAX

3.5 out of 5
Northside
Save 100% on your flight
Price was $1,003, price is now $736 per person
$736
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Jacksonville (JAX)
Beachside Motel

Beachside Motel

2 out of 5
Price was $939, price is now $717 per person
$717
per person
Sep 9 - Sep 14
found 1 day 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.

American Airlines
Tue, Sep 15 - Tue, Sep 22
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Jacksonville Intl., returning Tue, Sep 22, priced at $197 found 12 hours ago
JetBlue Airways
Sat, Sep 12 - Sat, Sep 19
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$197 Roundtrip, found 14 hours ago
$197
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Sat, Sep 12 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Sep 19, priced at $197 found 14 hours ago
United
Wed, Sep 16 - Sat, Sep 26
EWR
Newark Liberty Intl. Airport
JAX
Jacksonville Intl.
$197 Roundtrip, found 9 hours ago
$197
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Sep 16 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Sat, Sep 26, priced at $197 found 9 hours ago
Delta
Wed, Jul 29 - Mon, Aug 17
LGA
LaGuardia
JAX
Jacksonville Intl.
$212 Roundtrip, found 3 hours ago
$212
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Jul 29 from LaGuardia to Jacksonville Intl., returning Mon, Aug 17, priced at $212 found 3 hours ago