A boat on a sandy beach with visible wear and rust.

Gulfport Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Gulfport Vacation

Our vacation packages to Gulfport provide endless opportunities to immerse yourself in new sights, sounds and experiences. And with all your travel plans taken care of, you can breathe easy and enjoy your city getaway without a worry in the world. You'll want to do some exploring during your trip to Gulfport. Don't miss major attractions such as Salvador Dali Museum, Tropicana Field and Sunken Gardens. A couple of clicks is all it takes to craft the ultimate Gulfport vacation on Expedia.

Top Gulfport vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 29 - Feb 1

    CW Resort + Flight

    Clearwater Beach
    3 nights
    4.0 star property
    9.4/10 - Exceptional (311 reviews)
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,473
    CA $949
    per traveller
    found 1 day ago
    CW Resort
  • Jan 11 - Jan 15

    Hotel Flor Tampa Downtown, Tapestry Collection by Hilton + Flight

    Downtown Tampa
    4 nights
    4.0 star property
    8.6/10 - Excellent (963 reviews)
    "Parking is $52 per night. Ugh. No bellman service. Awkward entry points with steps."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    Save 100% on your flight
    CA $1,637
    CA $1,081
    per traveller
    found 1 day ago
    Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
  • Feb 4 - Feb 8

    Hotel South Tampa & Suites + Flight

    Virginia Park
    4 nights
    3.0 star property
    8.6/10 - Excellent (1,974 reviews)
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,793
    CA $1,230
    per traveller
    found 1 day ago
    Hotel South Tampa & Suites
  • Jan 12 - Jan 17

    Saddlebrook Resort + Flight

    Wesley Chapel South
    5 nights
    4.0 star property
    8.2/10 - Very good (200 reviews)
    Roundtrip • Montreal (YUL) - Tampa (TPA)
    YUL - TPA • Nonstop TPA - YUL • 1 stop
    CA $2,493
    CA $1,726
    per traveller
    found 23 hours ago
    Saddlebrook Resort
  • Dec 13 - Dec 18

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    5 nights
    4.0 star property
    9.6/10 - Exceptional (1,326 reviews)
    "Parking available underneath the building. Very clean unit and facilities. Suggest you bring your own chairs and umbrella for beach since resort does not provide. Great location. Quiet"
    Reviewed November 11, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    CA $1,513
    CA $1,060
    per traveller
    found 20 hours ago
    Ocean Club Treasure Island Hotel

Discover the most popular places to visit in Gulfport

What to do in Gulfport

Gulfport Hotel Deals

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 Gulfport vacation package cost?

You can snap up a vacation package to this top destination from CA $949 on Expedia. But how much your vacation to Gulfport costs will depend on factors like the season, hotel choice and length of stay.

What are the cheapest months to go to Gulfport?

If you're hoping to score a cheap Gulfport vacation package, consider travelling in September, October and November. You're likely to find better rates on hotels and flights during these quieter months — perfect for a budget-friendly getaway.

How many days is enough for Gulfport?

With about 3 days, you'll have enough time to experience popular neighbourhoods like Downtown St. Petersburg and United Central during your Gulfport vacation. Remember to also add Vinoy Park and Salvador Dali Museum to your sightseeing itinerary. Up for some more adventures? Consider exploring outside of Gulfport on tours and day trips.

Is it worth booking a vacation package to Gulfport?

Whether you're planning to explore attractions such as Gulfport Beach and Gulfport Tuesday Fresh Market, or want to experience its terrific culture and dining, a Gulfport vacation will leave you with lasting memories. Book your getaway with Expedia and find out why Gulfport is such a good vacation destination.

How to find the best Gulfport package deals?

Use Expedia's filters to help you find some unbeatable Gulfport package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Gulfport package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.

Is it cheaper to book a Gulfport vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the freedom to create a customized Gulfport vacation by choosing your favourite airline, accommodation type and car class.

When to book a vacation package to Gulfport?

Enjoy incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Gulfport vacation.

How to plan a trip to Gulfport?

  1. Pick your travel dates: The things you plan to do in Gulfport and your favourite season will help you decide when to go.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Gulfport.
  3. Work out your trip length: Think about how much time you want to spend discovering Gulfport. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Gulfport vacation package that brings all your bookings together.

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