Southeast Pensacola Vacation Packages

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Top Holiday Package Deals in Southeast 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 $1,427, price is now CA $1,159 per person
CA $1,159
per person
Oct 20 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
9/10 Wonderful! (152 reviews)
It was a beautiful place to stay and the staff were so friendly and helpful.

Reviewed on Jul. 3, 2025

30A Seaclusion by Avantstay Walk to Beach, Pool

30A Seaclusion by Avantstay Walk to Beach, Pool

3 out of 5
Seagrove Beach
Price was CA $3,599, price is now CA $2,772 per person
CA $2,772
per person
Oct 15 - Oct 19
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
No reviews
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was CA $1,470, price is now CA $1,172 per person
CA $1,172
per person
Oct 20 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
7.8/10 Good! (3,800 reviews)
Absolutely beautiful inside and out. Very clean and staff was nice and hospitable.

Reviewed on Aug. 23, 2025

Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
Price was CA $1,982, price is now CA $1,604 per person
CA $1,604
per person
Oct 15 - Oct 19
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
8.8/10 Excellent! (1,012 reviews)
Beautiful beach! Sushi is amazing@

Reviewed on Aug. 19, 2025

Salt Haus 30A by Avantstay Amazing Ocean Views w/ Community Pool Access

Salt Haus 30A by Avantstay Amazing Ocean Views w/ Community Pool Access

3 out of 5
Seagrove Beach
Price was CA $1,928, price is now CA $1,596 per person
CA $1,596
per person
Oct 15 - Oct 19
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
No reviews

Where to stay in Southeast Pensacola

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

2 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 hotels in Downtown Pensacola

Southeast Pensacola Hotel Deals

Courtyard Pensacola Downtown

Courtyard Pensacola Downtown

3 out of 5
700 E Chase St, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 7 to Sep 8
CA $176
CA $198 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (685 reviews)
Nice
"The hotel is nice friendly staff hotels is in a good location a good places to stay"

Reviewed on Aug. 17, 2025

Courtyard Pensacola Downtown
Tru By Hilton Pensacola Airport Medical Center

Tru By Hilton Pensacola Airport Medical Center

2.5 out of 5
5109 Bayou Blvd, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Sep 1 to Sep 2
CA $158
CA $177 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (326 reviews)
"Very mannerable staff. The appearance of the hotel was very appealing"

Reviewed on Aug. 24, 2025

Tru By Hilton Pensacola Airport Medical Center
Home2 Suites by Hilton Pensacola Airport Medical Center

Home2 Suites by Hilton Pensacola Airport Medical Center

3 out of 5
5109 Bayou Blvd., Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 4 to Sep 5
CA $163
CA $184 total
Sep 4 - Sep 5
includes taxes & fees
9.4/10 Exceptional! (174 reviews)
"I loved the hotel and staff!"

Reviewed on Aug. 8, 2025

Home2 Suites by Hilton Pensacola Airport Medical Center
See all 6,586 properties in Southeast 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 Southeast Pensacola vacation package cost?
Our Southeast Pensacola vacation packages, which begin at just CA $1,159, are the perfect way to save loads of cash. Select your preferred hotels, flights and rental car to create a personalized getaway.
How do I get a cheap travel package to Southeast Pensacola?
Our Southeast Pensacola vacation packages promise plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and extras (including tours) into a neat and tidy package. But great bargains are just the beginning of your next amazing adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 properties around the world to pick from. Whatever your style or budget, there's a vacation package here just for you.
Where should I stay in Southeast Pensacola?
Urban explorers come from all corners of the globe to experience Pensacola Naval Air Station and Pensacola Bay Center in Southeast Pensacola. Book yourself a room within walking distance of these must-see attractions and visit them whenever you please.
What are the top hotels in Southeast Pensacola?
Reserve a room at Spacious Comfy Home 15 Mins To Pensacola Beach. It's one of the area's most sought-after properties. Another reputable option in Southeast Pensacola is Lloyd Land, A Restored 1940s East Hill Home.
How far in advance should I book my Southeast Pensacola vacation?
To bag cheap prices, book ASAP. Air carriers typically release flights, along with some of the lowest fares, up to 12 months in advance. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway in Southeast Pensacola, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Southeast Pensacola travel package include?
You can choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to putting together your perfect Southeast Pensacola escape.
What should I know before booking a Southeast Pensacola travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to stretch your dollars further. What you include is up to you. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Southeast Pensacola Expedia vacation package?
Yes, you're in control. Expedia has access to more than 550 airlines worldwide, so you can tailor your Southeast Pensacola trip according to your travel preferences.
If I'm not able to travel, can I cancel my Southeast Pensacola vacation package?
Because we know life can be unpredictable, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Southeast Pensacola

Bayview Dog Beach Park

Bayview Dog Beach Park is just one of the places to see in Pensacola, so why not enjoy the other things to explore during your travels? Amble around the area's beaches or visit its shops.

Bayview Dog Beach Park

Barnes Shopping Center

During your visit to Brent, you can enjoy retail therapy at Barnes Shopping Center. Stroll along the beautiful beaches or experience the great live music in this family-friendly area.

Barnes Shopping Center

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

Haunted Pensacola Walking Tour

CA $36
per adult
90% of travellers recommend
Haunted Pensacola Walking Tour
Replica 1930 Ford transit bus

Hop-on Hop-off Tour in Pensacola

CA $55
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.