Gulfport Vacation Packages
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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.
Ocean Club Treasure Island Hotel
Sunshine Beach
CA $972
per person
Dec 8 - Dec 12
found 14 hours ago
Roundtrip flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (1,236 reviews)
The room was beautiful and immaculate clean. Check-in was easy and very friendly. I meet other family members and their rooms just as beautiful. We all said we’d go back. Thanks for a great few days!
Reviewed on Sep 27, 2026
SkyBeach Resort
Greater Pinellas Point
CA $1,066
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (911 reviews)
The outside is the best part of the hotel ! If you’re plan is to do outside things there- it’s worth it.
The rooms themselves, are just ok. You have half the room that has entered 2026, and the bathroom that is still in 1986. It’s kind of gross.
Overall, the hotel is fine, and the location is good.
Reviewed on Sep 26, 2026
Gulfport Beach Vacation
Listen to the waves lapping at the shore and stroll by the glistening waters on your Gulfport vacation. If you just need to get away, a trip to Gulfport is just what the doctor ordered. We have a great range of Gulfport vacation deals to select from. Snap one up near Gulfport Beach, just 2 kilometres from the city centre, and live out your vacation fantasies without hurting your budget.
Ready to book your vacation to Gulfport?
Gulfport Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $304
CA $400 total
Oct 28 - Oct 29
includes taxes & fees
9.4/10 Exceptional! (3,928 reviews)
"Staff, property and location were all great!"
Reviewed on Sep 26, 2026
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $347
CA $448 total
Sep 28 - Sep 29
includes taxes & fees
9.4/10 Exceptional! (2,406 reviews)
"We love staying at the Hyatt. The staff is very friendly, the rooms are beautiful with a fantastic view of ocean. The pool was amazing. Definitely recommend"
Reviewed on Sep 26, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
CA $211
CA $278 total
Sep 29 - Sep 30
includes taxes & fees
9.4/10 Exceptional! (2,590 reviews)
"Friendly staff and wonderful amenities"
Reviewed on Sep 27, 2026
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.
Stay near popular Gulfport attractions
Gulfport Beach
9.0/10 (21 reviews)
Why not spend a lazy afternoon at Gulfport Beach during your trip to Gulfport? Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Gulfport Casino
Why not try your luck with a visit to Gulfport Casino during your time in Gulfport? Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Gulfport Tuesday Fresh Market
8.6/10 (4 reviews)
You can do some window-shopping at Gulfport Tuesday Fresh Market during your visit to Gulfport. Discover the beautiful sunsets and lively bars in this family-friendly area.
Island Community Theatre
6.0/10 (1 review)
You can get tickets for a performance at Island Community Theatre on your trip to Gulfport. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.
What to do in Gulfport
Starlite Infinity Evening Yacht Cruise Clearwater
CA $51
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
CA $39
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
CA $50
per adult
94% of travellers recommend
Frequently asked questions
How much does a Gulfport vacation package cost?
You can snap up a vacation package to this top destination from CA $972 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?
- Pick your travel dates: The things you plan to do in Gulfport and your favourite season will help you decide when to go.
- 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.
- 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.
- 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.
