Callahan Vacations from $406

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The Latest Callahan vacation packages

Price found within the past 48 hours. Click for updated prices.
Island Oaks

Island Oaks

2 out of 5
Price was $544, price is now $406 per person
$406
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the South

Amelia by the South

4 out of 5
Price was $4,120, price is now $2,328 per person
$2,328
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $4,147, price is now $2,355 per person
$2,355
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $622, price is now $461 per person
$461
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,115 reviews)
Clean room, beautiful location and view from the balcony. Access to private beach.

Reviewed on Jan 3, 2026

Jekyll Island Club Resort

Jekyll Island Club Resort

4 out of 5
Historic District
Save 100% on your flight
Price was $2,553, price is now $1,898 per person
$1,898
per person
Mar 20 - Mar 27
found 5 hours ago
Roundtrip flight included
Minneapolis (MSP) to Jacksonville (JAX)
9.2/10 Wonderful! (1,001 reviews)
So welcoming. Grounds were beautiful. Horseback riding was great, and the staff was impeccable.

Reviewed on Jan 4, 2026

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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
$164 nightly
The price is $186 total per night from Jan 31 to Feb 1
$186 total
Jan 31 - Feb 1
Total with taxes and fees
8.8/10 Excellent! (1,424 reviews)
Easy check-in and front desk staff was friendly and helpful.

Reviewed on Jan 12, 2026

Hyatt Regency Jacksonville
Hyatt Place Jacksonville Airport

Hyatt Place Jacksonville Airport

3 out of 5
14565 Duval Rd Jacksonville FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Jan 21 to Jan 22
$125 total
Jan 21 - Jan 22
Total with taxes and fees
8.8/10 Excellent! (2,338 reviews)
Everything was nice

Reviewed on Jan 12, 2026

Hyatt Place Jacksonville Airport
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
1201 Riverplace Boulevard Jacksonville FL
$114 nightly
The price is $129 total per night from Jan 25 to Jan 26
$129 total
Jan 25 - Jan 26
Total with taxes and fees
6.6/10 (1,541 reviews)
Clean room and beautiful view

Reviewed on Jan 12, 2026

DoubleTree by Hilton Hotel Jacksonville Riverfront
See all 3,217 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 $406 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.

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.