Callahan Vacations from $329

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The Latest Callahan vacation packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn By Marriott Jacksonville - Mayo Clinic Area

Residence Inn By Marriott Jacksonville - Mayo Clinic Area

3 out of 5
Isle of Palms
Save 100% on your flight
Price was $478, price is now $329 per person
$329
per person
Jan 30 - Feb 2
found 6 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
9.4/10 Exceptional! (437 reviews)
Marriot… a room refresh does not include making the bed? WTAF?! Also, no smoking means no smoking. A man smoked a cigar in the court yard without any interference from the staff. It’s too bad, the room was spacious and clean but the follow through in non existent.

Reviewed on Nov 10, 2025

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

2.5 out of 5
Westside
Save 100% on your flight
Price was $739, price is now $481 per person
$481
per person
Feb 19 - Feb 25
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.4/10 Exceptional! (1,005 reviews)
Clean room. Breakfast personal were great. Nice Breakfast

Reviewed on Nov 29, 2025

Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

3 out of 5
Save 100% on your flight
Price was $642, price is now $429 per person
$429
per person
Feb 19 - Feb 25
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.2/10 Very Good! (1,004 reviews)
Staff were very nice and professional. Hotel was clean. The room was spacious….i would’ve given a 5 star but only thing I didn’t like was the bathroom; it was way too small.

Reviewed on Nov 28, 2025

Courtyard by Marriott Jacksonville Beach Oceanfront

Courtyard by Marriott Jacksonville Beach Oceanfront

3 out of 5
Save 100% on your flight
Price was $568, price is now $383 per person
$383
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
8.6/10 Excellent! (1,001 reviews)
Perfect time thanks again marriot

Reviewed on Nov 29, 2025

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,537, price is now $1,078 per person
$1,078
per person
Feb 13 - Feb 17
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
The room was beautifully cleaned all the amenities you could want were there. The people were incredibly helpful at the hotel and super friendly!

Reviewed on Nov 21, 2025

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What to do in Callahan

Guided Kayak Eco Tour: Real Florida Adventure

Guided Kayak Eco Tour: Real Florida Adventure

$60
per adult
90% of travellers recommend
Guided Kayak Eco Tour: Real Florida Adventure
Best private car service Jacksonville airport to Jacksonville Beach Resorts

Luxury Car Transfer JAX Airport to Margaritaville Beach Hotel

$155
per traveler
Luxury Car Transfer JAX Airport to Margaritaville Beach Hotel
See all activities in Callahan

Callahan Hotel Deals

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $165 total per night from Dec 19 to Dec 20
$165 total
Dec 19 - Dec 20
Total with taxes and fees
8.8/10 Excellent! (1,383 reviews)
Excellent room and amenities. Beautiful view. My check in personnel let me know that it was only $20 to upgrade to a riverfront room, which was awesome! So appreciate that!

Reviewed on Nov 29, 2025

Hyatt Regency Jacksonville
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
1201 Riverplace Boulevard Jacksonville FL
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $126 total per night from Dec 21 to Dec 22
$126 total
Dec 21 - Dec 22
Total with taxes and fees
6.6/10 (1,450 reviews)
Room was nice beside the mold on the window shades and dead bug on the floor

Reviewed on Nov 26, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront
Hyatt Place Jacksonville Airport

Hyatt Place Jacksonville Airport

3 out of 5
14565 Duval Rd Jacksonville FL
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $110 total per night from Dec 2 to Dec 3
$110 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (2,241 reviews)
Close to the airport. Clean and well kept.

Reviewed on Nov 26, 2025

Hyatt Place Jacksonville Airport
See all 3,172 properties in Callahan
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.

Find the Best Callahan Vacation Packages

Callahan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Jacksonville Intl. Airport (JAX)
Population
1,200
Max Temp Winter
65ºF
Max Temp Summer
90ºF

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Frequently asked questions

How much does a Callahan vacation package cost?
Offering great value package deals from $329 on Expedia, you'll be thrilled with how little a vacation to Callahan costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Callahan?
You can usually find lower rates and greater availability in September, October and November. Browse our cheap Callahan vacation packages and you could score some excellent off-season deals.
How many days is enough for Callahan?
With a well-planned itinerary, you can easily hit the most popular Callahan sights in a handful of days. But if you want to discover hidden spots or go on day trips, consider booking your Callahan vacation for longer.
How to find the best Callahan package deals?
Use Expedia's handy filters to find some terrific Callahan package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Callahan package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Callahan vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Callahan vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Callahan?
If you're considering a spontaneous Callahan trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Callahan?

  1. Pick your travel dates: The things you plan to do in Callahan and your favorite season will help you decide when to go.
  2. Budget wisely: In addition to the price of your hotel, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that may come up during your trip to Callahan.
  3. Explore Callahan using Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Callahan. You can also save your must-visit places, collaborate with friends and family and manage all your plans in one place.
  4. Determine how many days away: Start by making a list of all the sights and activities you want to get to in Callahan. Then, estimate how long you'll need at each, including any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Callahan vacation package that brings all your bookings together.
  6. Book any activities or day trips: Here's the fun part — locking in everything you want to do and see. Check out some of the best things to do in Callahan and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Callahan vacation packages?
If you're like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Callahan vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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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.