Callaway Vacation Packages 2026 from $420

Callaway flight + hotel vacation packages

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

The Island Resort & Convention Center at Fort Walton Beach

Okaloosa Island

$420

per person

Jan 1 - Jan 4

found 19 hours ago

Roundtrip flight included

Denver (DEN) to Pensacola (PNS)

This resort features 3 restaurants, 2 outdoor pools, and a hot tub. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

Bay Club of Sandestin

$791

per person

Jan 2 - Jan 8

found 13 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Fort Walton Beach (VPS)

This aparthotel's 3 outdoor pools and gym are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities and a virtual front desk are also provided.

The Henderson Beach Resort & Spa

Crystal Beach

$1,134

per person

Jan 2 - Jan 8

found 13 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Fort Walton Beach (VPS)

A full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.

Matarangi by Avantstay Gulf-front Dune Allen Retreat Private Pool + Golf Cart Near Gulf Place

Grayton Beach

$2,336

per person

Jan 20 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Fort Walton Beach (VPS)

An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.

Sundrift Inn

Okaloosa Island

$502

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Pensacola (PNS)

This hotel features a restaurant, an outdoor pool, and a poolside bar. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Frequently asked questions

How much are vacation packages to Callaway?

$420 is all you need to spend for a wonderful escape in Callaway. Bundle your flights and hotel into a Travelocity package and see the savings start to grow. With prices this good, there's never been a better time to travel.

How long should my Callaway vacation be?

On average, travelers stay 3 nights in Callaway. However, that might not be sufficient time for you. If you'd love to see some of the area's off-the-beaten-path treasures, why not add a few extra nights to your travel itinerary?

Where can I get the best vacation package deals for Callaway?

With at least 400 airlines and 1,000,000 properties around the world, it's hard to beat Travelocity. Make the most of our comprehensive range and score an incredible Callaway vacation package. Don't you love it when planning a trip is that easy?

Why should I purchase my Callaway vacation package via Travelocity?

Because you'll never wander on your own if you book your vacation with us, and we offer round-the-clock support and excellent service to boot. Add to that our Price Match Guarantee and tons of experiences and destinations to select from. We're here to help you jet off on the vacation of a lifetime.

Will I save money on my Callaway car rental if I combine it with a hotel or flight?

Combining your car, hotel and flight into a Callaway vacation package is a surefire way to land the best prices. Plus, having your own set of wheels gives you total freedom to make your way to all those amazing sights you want to explore. Located 110 mi from Callaway, Pensacola Naval Air Station is one attraction that should be on your to-do list. Top up the tank and make a day trip of it.

Which airport is best for Callaway?

Heading to Callaway means coming in to land at Northwest Florida Beaches Intl. Airport (ECP). It's 20 mi northwest of the downtown area.

Where should I stay when visiting Callaway?

The Comfort Suites is the first choice of many travelers. Book soon before it's too late.