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.
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was CA $1,801, price is now CA $1,401 per person
CA $1,401
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (154 reviews)
I absolutely love this place the most beautiful scenery ever.

Reviewed on Feb 3, 2026

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was CA $3,083, price is now CA $2,142 per person
CA $2,142
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
Beautiful resort, friendly staff, incredible location

Reviewed on Feb 7, 2026

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was CA $1,963, price is now CA $1,428 per person
CA $1,428
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
8.4/10 Very Good! (2,910 reviews)
Loud rooms. Neighbor blared music all day. Showers need updated heads. The main pool and grotto were drained and closed but still had resort fees like it was open. They never stated anywhere it was closed.

Reviewed on Feb 8, 2026

El Matador

El Matador

4 out of 5
Okaloosa Island
Price was CA $2,716, price is now CA $2,030 per person
CA $2,030
per person
Mar 27 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
No reviews
Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
Price was CA $2,076, price is now CA $1,602 per person
CA $1,602
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9/10 Wonderful! (1,198 reviews)
La habitación, jacuzzi, piscina, hotel en general, limpio, agradable. El desayuno bastante pobre, las veces que nos tocó fruta había manzana y naranja. Nunca tuvimos suficientes cubiertos, platos ni toallas para los que fuimos.

Reviewed on Feb 7, 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
Beautiful sunset overlooking Pensacola Bay in northwest Florida. Great spot to fish or just relax. In between the beach and downtown area, just a few minutes drive from each. #colorful #pensacola #sunset #veryorange

Southeast Pensacola

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

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 $142 per night from Feb 22 to Feb 23
CA $142
CA $159 total
Feb 22 - Feb 23
includes taxes & fees
7.2/10 Good! (1,003 reviews)
No issues, clean remodeled, good location grate price gor location

Reviewed on Jan 26, 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! (128 reviews)
Great place!!!

Reviewed on Feb 1, 2026

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Zen! Refreshing! Spotless! Relaxing! Welcoming! Well-appointed! Dock your boat!
Lily Hall- A Boutique Hotel

Lily Hall- A Boutique Hotel

4 out of 5
415 N Alcaniz St Pensacola FL
9.4/10 Exceptional! (206 reviews)
Another great stay. Definitely recommend

Reviewed on Feb 9, 2026

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Lily Hall- A Boutique Hotel
See all 5,917 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 $1,401, 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 which includes street scenes and a house as well as a small group of people

Historic Pensacola Village

5/5(3 reviews)

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

Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

CA $68
per adult
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

CA $53
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
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.