Holiday Harbor Trips (flight + hotel)

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Where to stay in Holiday Harbor

Find the best Holiday Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Holiday Harbor
Downtown showing heritage elements and heritage architecture

Downtown Pensacola

3 out of top 10 points of interest in this area

If you're spending some time in Downtown Pensacola, Saenger Theatre and Historic Pensacola Village are top sights worth seeing.

Find hotel + flight trips in Downtown Pensacola

Top hotels in Holiday Harbor

Surf & Sand Hotel
Surf & Sand Hotel
2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
The price is P7,229 per night from 22 May to 23 May
P7,229
per night
22 May - 23 May
8.2/10 Very Good! (1,755 reviews)
"They had paddle boards and kayaks that you could check out for free in the back of the hotel in the bay which was great! It was so windy, so couldn't get in the ocean. Also bikes were free for check out. Hotel was clean and people were friendly."

Reviewed on May 10, 2024

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 P12,089 per night from 19 May to 20 May
P12,089
per night
19 May - 20 May
8.8/10 Excellent! (1,461 reviews)
"Staff for front desk and housekeeping was limited and i lost my debit card and asked if maintenance could maybe get it out of the coke machine but noone got back to me"

Reviewed on May 13, 2024

The Pensacola Beach Resort
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 P11,321 per night from 23 May to 24 May
P11,321
per night
23 May - 24 May
8.4/10 Very Good! (1,001 reviews)
"Great stsff and view . 8.0"

Reviewed on May 14, 2024

Hilton Garden Inn Orange Beach Beachfront
See all 16,672 properties in Holiday Harbor
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.

Frequently asked questions

How much does a Holiday Harbor vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Holiday Harbor from just . And the more you bundle, the more you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Holiday Harbor?
Combine your hotels and flights, throw in extras such as tours, and save with a Holiday Harbor vacation package. You won’t just land big discounts on your escape — you’ll have plenty of choice at your fingertips too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 hotels worldwide. Your next affordable adventure starts right here, right now!
Where should I stay in Holiday Harbor?
Travelers come from near and far to see Pensacola Naval Air Station and Pensacola Bay Center in Holiday Harbor. Book yourself a room near these fantastic attractions to make sightseeing a breeze.
What are the top hotels in Holiday Harbor?
If it’s comfort and convenience you’re looking for, you can’t beat Low As 185/nt Aug 6 - 18 @ Terrific Waterfront Home With Sugar Sand Beach. Spend your evenings relaxing here and your days discovering Holiday Harbor’s best sights.
How far in advance should I book my Holiday Harbor vacation?
It can be hard to know when the best time is to book your vacation to Holiday Harbor. But usually the earlier you book, the cheaper the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to your departure date. If you’re thinking of a last-minute getaway, no need to worry! There are fantastic deals featured on Expedia every day.
What does an Expedia Holiday Harbor travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on some sightseeing tours and watch your savings stack up. When it comes to crafting your Holiday Harbor break, you’re the one in control!
Can I choose my airline with a Holiday Harbor Expedia vacation package?
Yes, of course. We have more than 550 airline partners globally, so pick the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Holiday Harbor vacation package?
Yes, you can. We understand that life happens, so we’re happy to help if you need to make changes to your Holiday Harbor vacation package. You may be able to cancel or amend your itinerary for free if you’ve booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Popular places to visit

Image for 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
Image for Perdido Key Beach

Perdido Key Beach

Why not spend a lazy afternoon at Perdido Key Beach during your trip to Pensacola? Experience the area's acclaimed theater scene and great live music.

Perdido Key Beach
Image for National Museum of Naval Aviation

National Museum of Naval Aviation

You can enjoy some culture when you stop by National Museum of Naval Aviation in Pensacola. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

National Museum of Naval Aviation

Things to do

Image for Hop-on Hop-off Tour in Pensacola

Hop-on Hop-off Tour in Pensacola

P1,956
Per adult
100% of travellers recommend
Hop-on Hop-off Tour in Pensacola
Image for Seville Quarter Haunted Ghost Tour, Investigation, and Luncheon

Seville Quarter Haunted Ghost Tour, Investigation, and Luncheon

P2,766
Per adult
90% of travellers recommend
Seville Quarter Haunted Ghost Tour, Investigation, and Luncheon
Image for Walking Pub Tour

Walking Pub Tour

P1,184
Per adult
Walking Pub Tour
See all activities in Pensacola

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.