South Pensacola Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in South Pensacola

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Sandestin at Grand Boulevard

Residence Inn by Marriott Sandestin at Grand Boulevard

3 out of 5
Price was CA $2,207, price is now CA $1,554 per person
CA $1,554
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (454 reviews)
Everything was good, second year we've stayed at least a week.

Reviewed on Apr 1, 2026

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was CA $2,471, price is now CA $1,611 per person
CA $1,611
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
7.8/10 Good! (3,851 reviews)
It’s 2400 acres of a resort with a tram almost every 20 mins from several spots throughout. They keep you sorted in every weather and with any vibe from relaxing to sporty to good fun!

Reviewed on Apr 5, 2026

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was CA $2,536, price is now CA $1,712 per person
CA $1,712
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (156 reviews)
I absolutely love this place the most beautiful scenery ever.

Reviewed on Feb 3, 2026

🌴 Private Backyard Minutes to 30A + Beaches Golf Cart + Bikes Classic Court by Avantstay

🌴 Private Backyard Minutes to 30A + Beaches Golf Cart + Bikes Classic Court by Avantstay

3 out of 5
Price was CA $3,898, price is now CA $2,823 per person
CA $2,823
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
No reviews
Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
Price was CA $2,735, price is now CA $1,997 per person
CA $1,997
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (1,373 reviews)
Staff overall was good but maybe new. They weren’t as knowledgeable with the hotel as I was expecting.

Reviewed on Apr 6, 2026

Where to stay in South Pensacola

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

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 hotels in Downtown Pensacola

South Pensacola Hotel Deals

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 $325 per night from Apr 12 to Apr 13
CA $325
CA $372 total
Apr 12 - Apr 13
includes taxes & fees
9.6/10 Exceptional! (2,965 reviews)
Everything great

Reviewed on Apr 5, 2026

The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Apr 8 to Apr 9
CA $230
CA $271 total
Apr 8 - Apr 9
includes taxes & fees
8.8/10 Excellent! (3,094 reviews)
All good thanks

Reviewed on Apr 6, 2026

Surf & Sand Hotel
Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

3.5 out of 5
16 Via de Luna Dr Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $361 per night from Apr 12 to Apr 13
CA $361
CA $413 total
Apr 12 - Apr 13
includes taxes & fees
9.4/10 Exceptional! (1,258 reviews)
The Pensacola Beach stay was absolutely amazing. This hotel has beautiful views, an amazing pool with a lazy river, the beach right off the pool area, and is in walking distance to the boardwalk and shops. The hotel is clean, bright, and has a nice breakfast daily. It is totally a family friendly ...

Reviewed on Apr 5, 2026

Fairfield Inn & Suites by Marriott Pensacola Beach
See all 7,060 properties in South 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 South Pensacola vacation package cost?
Maybe less than you might think — from a tempting CA $1,554, in fact! By combining hotels, flights and car rentals into your own tailor-made travel package, your trip to South Pensacola is just clicks away.
How do I get a cheap travel package to South Pensacola?
Combine your hotel and flight bookings, throw in extras such as activities or a rental car, and save with a South Pensacola vacation package. You won't just pick up exciting discounts on your adventure — you'll have lots of choice too. When you book through Expedia, you can select from more than 550 partner airlines and 1,000,000 properties all over the world. Your affordable vacation starts right here, right now!
Where should I stay in South Pensacola?
Most travelers who visit South Pensacola include both Pensacola Naval Air Station and Pensacola Bay Center on their sightseeing itineraries. Why not choose a hotel close to one of these iconic attractions?
What are the top hotels in South Pensacola?
Reserve a room at Historic Downtown Cottage With High. It's one of this neighborhood's most in-demand properties. Another top-rated option in South Pensacola is Insta - Worthy Newly Renovated In Heart Of Dt Pcola.
How far in advance should I book my South Pensacola vacation?
Travelers are usually able to compare international airfares on Expedia within 12 months of departure. Booking late? With a stroke of luck, it's still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia South Pensacola travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your dream South Pensacola trip. You can also add on a few activities and tours once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score discounts you won't find anywhere else.
What should I know before booking a South Pensacola travel package?
Whether it's relaxation or adventure you're chasing, a South Pensacola vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a South Pensacola Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 550 airline partners across the globe, so you have lots of choice when creating your South Pensacola getaway.
If I'm not able to travel, can I cancel my South Pensacola vacation package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your South Pensacola vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings made more than 24 hours ago, you may incur a charge from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We're here to help you each step of the way.

Things to do

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
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
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.