Callahan Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Callahan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jacksonville
Downtown Jacksonville
Price was CA $1,504, price is now CA $1,218 per person
CA $1,218
per person
Aug 8 - Aug 15
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
9/10 Wonderful! (1,606 reviews)
Overdue for floor repairs/replacement in all the elevators.
Reviewed on May 25, 2026
Hammock Beach Golf Resort & Spa
Price was CA $4,915, price is now CA $3,273 per person
CA $3,273
per person
Jul 12 - Jul 18
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Jacksonville (JAX)
8.6/10 Excellent! (1,013 reviews)
We have been going here for 9 years and have always had a GREAT experience!!
Reviewed on May 23, 2026
Beachside Motel
Price was CA $1,636, price is now CA $1,236 per person
CA $1,236
per person
Aug 1 - Aug 8
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
9.4/10 Exceptional! (1,005 reviews)
What a great place to stay. Loved the location. The staff was the sweetest. Planning to come back in the fall. Loved it!
Reviewed on May 15, 2026
The Villas of Amelia Island
Price was CA $1,837, price is now CA $1,414 per person
CA $1,414
per person
Aug 1 - Aug 8
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
8.4/10 Very Good! (1,206 reviews)
The room had a great view, easy access to many activities and lived the many pools. Only issue was getting fresh towels.
Reviewed on May 25, 2026
Marriott Jacksonville Downtown
Downtown Jacksonville
Price was CA $1,637, price is now CA $1,320 per person
CA $1,320
per person
Aug 1 - Aug 8
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
8.4/10 Very Good! (1,001 reviews)
The only complaint I have is that the bar and restaurant area is way too small and there is nothing else close as an alternative.
Reviewed on May 23, 2026
Callahan Hotel Deals
Hyatt Regency Jacksonville
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from May 29 to May 30
CA $248
CA $285 total
May 29 - May 30
includes taxes & fees
9/10 Wonderful! (1,613 reviews)
"Very pleasant"
Reviewed on May 25, 2026
Amelia Hotel at the Beach
1997 S Fletcher Ave Fernandina Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Jun 9 to Jun 10
CA $222
CA $257 total
Jun 9 - Jun 10
includes taxes & fees
8.6/10 Excellent! (2,161 reviews)
"Great time"
Reviewed on May 25, 2026
Weekly Inn
8016 Arlington Expressway Service Rd Jacksonville FL
Fully refundableReserve now, pay when you stay
The price is CA $66 per night from Jun 5 to Jun 6
CA $66
CA $75 total
Jun 5 - Jun 6
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Callahan
Guided Kayak Eco Tour: Real Florida Adventure
CA $82
per adult
90% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
