
Callahan Vacations from $386
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The Latest Callahan vacation packages
Price found within the past 48 hours. Click for updated prices.


The Ritz-Carlton, Amelia Island
Save 100% on your flight
Price was $2,574, price is now $1,948 per person
$1,948
per person
Nov 6 - Nov 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (369 reviews)
Leticia at the front desk was fantastic! I had a health related attack on the way back from Atlanta and we decided to stay at the Ritz so I could rest.
We stayed at this Ritz on our honeymoon over 30 years ago, had my 50th birthday party at Salt with guests for a weekend, stayed there for our 30th wedding anniversary and had dinner at Salt also (I highly recommend Salt), stayed many holidays with our children and friends, car shows, and it is still such a wonderful resort.
You cannot go wrong staying at this beautiful resort. We have loved it for over 30 years and hope to keep going there for many more years to come. All of the staff is great, but a special shout out to Leticia. Thank you for helping us.
Reviewed on Sep 6, 2025

Vintage Amelia Island Apartments
Save 100% on your flight
Price was $689, price is now $544 per person
$544
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
7.6/10 Good! (52 reviews)
The apartment was, clean, comfortable and well equipped. The guest support staff was extremely helpful and responsive. Would definitely recommend
Reviewed on Aug 15, 2025

Beachside Motel
Price was $769, price is now $611 per person
$611
per person
Nov 6 - Nov 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (1,004 reviews)
This is a great beachside location for the price. The staff was more than welcoming and accommodating as we were later than expected on arrival. The room was clean. The grounds were clean. Perfect spot for a long weekend away with my bestie.
Reviewed on Sep 13, 2025

Hampton Inn Jacksonville Beach/Oceanfront
Save 100% on your flight
Price was $1,073, price is now $854 per person
$854
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (2,412 reviews)
We stayed one night before a cruise out of Jaxport. This hotel hit all the things we were looking for. Easy check in and out. Beach access for a sunset walk. Great pool with waterfall and spa. Good dinner on the deck by the ocean with live music. Free hot breakfast before heading to the ship.
The room was huge, clean and comfortable.
Reviewed on Sep 15, 2025
What to do in Callahan

Guided Kayak Eco Tour: Real Florida Adventure
$60
per adult
90% of travellers recommend
Callahan Hotel Deals

Hyatt Regency Jacksonville
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $186 total per night from Sep 26 to Sep 27
$186 total
Sep 26 - Sep 27
Total with taxes and fees
8.8/10 Excellent! (1,294 reviews)
"Everything was Excellent"
Reviewed on Sep 15, 2025

Apm Inn and Suite
510 Lane Ave S, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $58 total per night from Sep 19 to Sep 20
$58 total
Sep 19 - Sep 20
Total with taxes and fees
6.4/10 (905 reviews)
"Very nice and clean"
Reviewed on Sep 12, 2025

Hyatt Place Jacksonville Airport
14565 Duval Rd, Jacksonville, FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $99 total per night from Sep 28 to Sep 29
$99 total
Sep 28 - Sep 29
Total with taxes and fees
8.8/10 Excellent! (2,068 reviews)
Safe trip
"Good clean and quiet"
Reviewed on Sep 16, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.