Southwind Holidays

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Your Southwind Holiday

Immerse yourself in all this neighbourhood has to offer with a customised Southwind holiday package. However you imagine spending your time here, you'll find countless opportunities for adventure, relaxation and fun. When it's time to sightsee, you'll find a lot of popular attractions nearby including Fort Barrancas, Perdido Key Beach and Johnson Beach. Visit one, two or more during your trip to Southwind. Stop dreaming and start doing. When you're ready to book your dream holiday to Southwind, Expedia will help get you there.

Our guide on where to stay in Southwind

Find the best Southwind areas and neighborhoods for the activities you enjoy most. Learn more about Southwind
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Downtown Pensacola

2 out of top 10 points of interest in this area

While visiting Downtown Pensacola, you might make a stop by sights like Saenger Theatre and Historic Pensacola Village.

Find hotels in Downtown Pensacola

Our pick of the best Southwind Hotel Deals

Hilton Garden Inn Orange Beach Beachfront

Hilton Garden Inn Orange Beach Beachfront

3 out of 5
23092 Perdido Beach Blvd, Orange Beach, AL
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 28 Sept to 29 Sept
AU$193
28 Sept - 29 Sept
includes taxes & fees
Hilton Garden Inn Orange Beach Beachfront
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
Get rates
Surf & Sand Hotel
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road, Pensacola Beach, FL
The price is AU$325 per night from 28 Sept to 29 Sept
AU$325
28 Sept - 29 Sept
includes taxes & fees
The Pensacola Beach Resort
See all 13,162 properties in Southwind
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Southwind holiday package cost?
Tailor make your Southwind package from as little as . Choose from any combination of flights, hotels and rental cars to build the escape you've been dreaming about. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Southwind?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you a pretty penny too. A Southwind holiday package makes it easy to create the perfect trip. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won't be a problem. In addition to that, we have over 1 000 000 properties globally to pick from. Talk about choice! Whatever your budget, Expedia will help show you the world.
Where should I stay in Southwind?
Urban explorers come from all corners of the globe to see Pensacola Naval Air Station and Pensacola Bay Centre in Southwind. Stay within walking distance of these popular attractions and visit them at your leisure.
How far in advance should I book my Southwind holiday?
Reward yourself with the biggest variety at the cheapest prices by booking your holiday to Southwind early. Airlines typically advertise flights anywhere up to 12 months in advance, so start your planning ASAP. That being said, Expedia is constantly working to give you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Southwind travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to planning your perfect Southwind getaway.
What should I know before booking a Southwind travel package?
We already have low prices. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Southwind Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Southwind holiday package?
Whether it's your hotel or flight, you can cancel or amend it. Booked your Southwind holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For more details, look up our Customer Service Portal. We're here to help you every step of the way.

Discover the most popular places to visit in Southwind

Pensacola Naval Air Station

Pensacola Naval Air Station

After visiting Pensacola Naval Air Station, make a plan to see the other sights and activities in Pensacola. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Pensacola Naval Air Station

IWTC Corry Station

After visiting IWTC Corry Station, make a plan to see the other sights and activities in Myrtle Grove. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

IWTC Corry Station

Five Flags Speedway

Catch an event at Five Flags Speedway during your trip to Pensacola. Wander the beautiful beaches in this family-friendly area.

Five Flags Speedway

Activities

Come see Pensacola like you never have heard tales of death and bring the city's history back to life.

Haunted Pensacola Walking Tour

AU$49
per adult
90% of travellers recommend
Haunted Pensacola Walking Tour
Private Yacht Cruise with Beach Stop and Swimming/Paddle Boarding

Private Luxury Yacht with Beach Stop and Swimming/Paddle Boarding

AU$1,835
per traveller
Private Luxury Yacht with Beach Stop and Swimming/Paddle Boarding
Replica 1930 Ford transit bus

Hop-on Hop-off Tour in Pensacola

AU$61
per adult
100% of travellers recommend
Hop-on Hop-off Tour in Pensacola
See all activities in Pensacola
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.