Downtown Pensacola Vacation Packages

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Top Holiday Package Deals in Downtown Pensacola

Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was CA $1,882, price is now CA $1,280 per person
CA $1,280
per person
May 23 - May 28
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Fort Walton Beach (VPS)
7.8/10 Good! (3,857 reviews)
Room was not clean nor ready when i got there. I also did not get a waterfront view. The property is huge with little directions on how to get anywhere. I also didnt feel welcomed. I would suggest peoplw

Reviewed on Apr 13, 2026

Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was CA $4,686, price is now CA $3,036 per person
CA $3,036
per person
Jun 10 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.8/10 Excellent! (475 reviews)
Great place to stay with nice view all around.

Reviewed on Apr 4, 2026

Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was CA $2,266, price is now CA $1,491 per person
CA $1,491
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.4/10 Exceptional! (1,004 reviews)
When you say pet friendly and i received multiple calls because other guests complained. After 830 am and we were with them regularly. The other guests should not be by guests with pets or stay at a non pet friendly hotel. Also the only access to beach is by shuttle or driving. And breakfast was not stayed correctly we needed a breakfast coupon. Falsely advertised. The only place for a pet is a small pice of grass. Not a beach for pets.

Reviewed on Apr 18, 2026

Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Villa Primera
Price was CA $3,192, price is now CA $2,159 per person
CA $2,159
per person
Jun 10 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very Good! (118 reviews)
Amazing location, beautiful property and exception amenities. The only thing I’d change is that the bed was listed as being a king, but definitely more like a full.

Reviewed on Jul 18, 2024

The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Price was CA $2,374, price is now CA $1,710 per person
CA $1,710
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.2/10 Wonderful! (1,005 reviews)
Great place to stay!

Reviewed on Apr 16, 2026

Where to stay in Downtown Pensacola

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

Southeast Pensacola

While visiting Southeast Pensacola, you might make a stop by sights like Palafox Shopping Center and Delmar Shopping Center.

Find hotels in Southeast Pensacola

Downtown Pensacola Hotel Deals

Days Inn by Wyndham Pensacola - Historic Downtown

Days Inn by Wyndham Pensacola - Historic Downtown

2 out of 5
710 N Palafox St Pensacola FL
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Apr 26 to Apr 27
CA $144
CA $162 total
Apr 26 - Apr 27
includes taxes & fees
7.4/10 Good! (1,003 reviews)
The room was clean. Nothing fancy. Only stayed one night for a concert. We walked to the Pensacola Bay Center and back. Several good restaurants within walking distance. Free breakfast was cereal, breads, yogurt, juice, and coffee; no cooked items. It was a good hotel for the price.

Reviewed on Apr 20, 2026

Days Inn by Wyndham Pensacola - Historic Downtown
Zen! Refreshing! Spotless! Relaxing! Welcoming! Well-appointed! Dock your boat!

Zen! Refreshing! Spotless! Relaxing! Welcoming! Well-appointed! Dock your boat!

Pensacola FL
10/10 Exceptional! (132 reviews)
Well equipped. Close to downtown. Very clean. Well stocked with towels, TP and papertowel. Will sure to be back

Reviewed on Apr 8, 2026

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Zen! Refreshing! Spotless! Relaxing! Welcoming! Well-appointed! Dock your boat!
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $356 per night from Apr 26 to Apr 27
CA $356
CA $408 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (3,015 reviews)
Clean large room with beautiful views. Close to everything in Pensacola Beach. Pool is awesome and heated. Worth the money!

Reviewed on Apr 20, 2026

The Pensacola Beach Resort
See all 6,078 properties in Downtown Pensacola
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.
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Frequently asked questions

How much does a Downtown Pensacola vacation package cost?
From as low as CA $1,280, you can tailor your Downtown Pensacola vacation package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Downtown Pensacola?
Our Downtown Pensacola vacation packages promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But bargain prices are just the beginning of your next memorable adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options worldwide to choose from. No matter your style or budget, there's a vacation package here just for you.
Where should I stay in Downtown Pensacola?
A journey to Downtown Pensacola has to include Pensacola Naval Air Station and Pensacola Bay Center. Stay as close as possible and easily access these fantastic tourist attractions.
What are the top hotels in Downtown Pensacola?
Get your escape off to a good start by locking in a room at Heart Of Downtown On Palafox Place. It's one of most popular hotels in Downtown Pensacola. Another option is Charming Cottage In Downtown Pensacola With Central Ac And Fenced Backyard.
How far in advance should I book my Downtown Pensacola vacation?
Savvy travelers book early. Air carriers usually release flight tickets nearly 12 months prior to departure, and this is a fantastic opportunity to land some rock-bottom prices. Just been told you should take your vacation time next week? No problem! Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Downtown Pensacola travel package include?
Flights, hotels and rental cars — we have them covered. With Expedia, you can shape your Downtown Pensacola package your way. All you have to do is work out what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Downtown Pensacola travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or sightseeing tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Downtown Pensacola Expedia vacation package?
Yes, and with more than 550 airlines to pick from throughout the world, you have loads of choice. Browse the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Downtown Pensacola vacation package?
You can. We get that life doesn't always go to plan, so we're happy to help if you need to make changes to your Downtown Pensacola vacation package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Downtown Pensacola

Historic Pensacola Village

Historic Pensacola Village

You can study the exhibits at Historic Pensacola Village, a museum with a storied past, during your trip to Pensacola. Amble around this family-friendly area's beautiful beaches or experience its great live music.

Historic Pensacola Village

Things to do

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

CA $54
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

CA $69
per adult
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
Ghosts and Graveyard Tour of Pensacola

Ghosts and Graveyard Tour of Pensacola

CA $55
per adult
100% of travellers recommend
Ghosts and Graveyard Tour of 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.