How much does a Gulfport vacation package cost?

You'll find cheap prices from $686 on Expedia for your Gulfport escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Gulfport costs.

What are the cheapest months to go to Gulfport?

August, September and October are the best times to look for cheap Gulfport vacation packages. Traveling in less busy periods means you can usually find better prices on flights and accommodations.

How many days is enough for Gulfport?

Generally, a handful of days is enough for a Gulfport vacation. With a well-organized itinerary, you can see all the best attractions including Gulfport Tuesday Fresh Market , as well as discover some hidden treasures along the way.

Is it worth booking a vacation package to Gulfport?

Whether you're planning to visit attractions like Gulfport Beach and Gulfport Tuesday Fresh Market , or eager to experience its terrific culture and dining, a Gulfport vacation is sure to exceed your expectations. Book your getaway with Expedia and find out why Gulfport is such a good vacation destination.

How to find the best Gulfport package deals?

Start your search for a Gulfport package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Gulfport package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Gulfport adventure underway.

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

You can enjoy significant savings on your next Gulfport break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Gulfport?

If you have your Gulfport travel dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.

How to plan a trip to Gulfport?

Choose when to go: Check your calendar and get packing. Your favorite time of year and the activities available will also help you decide when to visit Gulfport. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Gulfport. Discover Gulfport with our trip planning tool : Gain insights into the most popular attractions and best hotels for your trip to Gulfport. You can also save your favorite places, collaborate with family and friends and organize your plans in one place. Decide how long to go for: Now that you're up to speed on Gulfport, you can figure out the perfect length of your vacation. Create a rough plan and allocate enough time for all the things you want to do. Bundle your airfare and accommodations: Once you've settled on your dates and duration, book the right Gulfport vacation package for you. Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on Gulfport's best offerings. Find all the exciting things to do in Gulfport in Gulfport with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Gulfport vacation packages?

If you're anything like us, you love discovering new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Gulfport break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Gulfport Vacation Packages 2025/2026 from $444

Name: Wyndham Grand Clearwater Beach
Price range: $384 total
Rating: 9.2

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.

The Latest Gulfport vacation packages

Price found within the past 48 hours. Click for updated prices.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$686

per person

Nov 9 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (635 reviews)

Clean, nice staff just could add more activity’s

Reviewed on Oct 1, 2025

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$713

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,003 reviews)

Great area and transportation from hotel

Reviewed on Sep 29, 2025

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$817

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,080 reviews)

Rooms at this property are spacious, service is great and they have a coffee shop serving Starbucks.

Reviewed on Sep 30, 2025

Hilton Garden Inn Sarasota - Bradenton Airport

Save 100% on your flight

$787

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.2/10 Very Good! (1,007 reviews)

The hotel was under some type of construction. The pool was closed, it would've been nice to know this before booking.

Reviewed on Sep 27, 2025

St Pete Beach Suites

Save 100% on your flight

$696

per person

Nov 9 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (967 reviews)

Staff here is always very nice and attentive. Location is GREAT! Very short 2min walk to beach on a quiet street. The beach has $45 chairs with umbrella rentals if you need it. Paradise Grill is on the beach with beach fare and bar drinks. Delicious! Night life is a couple blocks away with live bands/ DJ. Corey Street is fun too. They have a Sunday farmers/craft market and some cute shops. Lots of yummy restaurants near by. We had dinner at Snappers. Great Seafood. We had a king bedroom. Bed and pillows were comfortable. Ac worked well and it had ceiling fans too. The pool was clean and a great temp. There are also ice-cream shops walking distance too. WE love Upham Beach.

Reviewed on Sep 29, 2025

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Gulfport Hotel Deals

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave, Clearwater Beach, FL

$213 nightly

$240 total

Oct 8 - Oct 9

Total with taxes and fees

8/10 Very Good! (2,232 reviews)

"All"

Reviewed on Sep 29, 2025

Hilton St. Petersburg Bayfront

333 1st St S, St. Petersburg, FL

Fully refundableReserve now, pay when you stay

$115 nightly

$130 total

Oct 12 - Oct 13

Total with taxes and fees

7.6/10 Good! (1,027 reviews)

"The vallet parking is pricy at $45 a day. The hotel doesn’t have any self parking area or options."

Reviewed on Sep 27, 2025

Wyndham Grand Clearwater Beach

100 Coronado Drive, Clearwater Beach, FL

Fully refundableReserve now, pay when you stay

$340 nightly

$384 total

Oct 21 - Oct 22

Total with taxes and fees

9.2/10 Wonderful! (2,699 reviews)

"Everyone was amazing"

Reviewed on Sep 23, 2025

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.

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 1 mile from the city center, and live out your vacation fantasies without hurting your budget.

Things to do in and around Gulfport

Gulfport, Florida, is perfect for beach and outdoor family vacations, offering a variety of activities. Visitors can enjoy beach trips, day trips, and recreational areas, as well as the Gulfport Sports Plex and golf courses. For thrill-seekers, jet skiing is a must-try. With shopping malls and vibrant shopping areas, Gulfport provides a well-rounded experience for all types of travelers.

Shopping

For a delightful shopping experience in Gulfport, visit Corey Ave, just 3 miles away, offering a charming mix of local shops. Don't miss John's Pass Village & Boardwalk, 5 miles away, featuring entertainment and unique finds. If you're up for a drive, explore larger malls in nearby St. Petersburg.

Recreation

Tropicana Field offers an energizing atmosphere with thrilling sports events, perfect for sports enthusiasts. Jannus Live provides vibrant entertainment through live music, creating unforgettable nights. Mahaffey Theater blends culture and romance, showcasing captivating performances for families and couples alike, making it a delightful experience for all visitors.

Adventure

Experience the thrill of Splash Harbour Water Park, 13 miles away, with its exciting water slides and family-friendly attractions. Get your adrenaline pumping at Tampa Bay Grand Prix, 9 miles away, racing go-karts. For arcade fun, visit Treasure Island Fun Center, 8 miles away, offering an exciting array of games.

Nightlife

Gulfport’s nightlife offers a vibrant mix of options. Enjoy live music at the Gulfport Casino or unwind at cozy bars like the Neptune Grill. For a lively atmosphere, check out the waterfront dining at O'Maddy's, where you can sip cocktails while taking in the stunning sunset views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Gulfport

Gulfport, Florida is perfect for a beach and outdoor family vacation, offering attractions like Gulfport Beach, Gulfport Sportsplex, and an art museum. Explore the beautiful beachfront and urban parks that cater to travelers seeking a blend of culture and recreation. Don't miss out on the vibrant local scene and outdoor activities that make Gulfport a delightful destination for all ages.

Tampa Bay: Experience the beauty of Tampa Bay, just 10 miles from Gulfport. Enjoy its stunning beaches and outdoor activities, perfect for sunbathing, swimming, or simply soaking in the scenic views of the waterfront.
Salvador Dali Museum: Located 5 miles away, the Salvador Dali Museum is a cultural gem showcasing the surreal works of Salvador Dali. Immerse yourself in the captivating art and unique architectural design that reflect Dali's imaginative world.
Eckerd College: Just 3 miles from Gulfport, Eckerd College blends modern architecture with a vibrant campus atmosphere. Explore its beautiful grounds and enjoy the city vibes that make this college a lively community hub.

Best time to go to Gulfport

The best time to visit Gulfport can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Gulfport falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Gulfport falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	61.7°F (16.5°C)	Light Rain	Mostly Sunny	Average	Average
February	64.4°F (18.0°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	73.0°F (22.8°C)	Light Rain	Sunny	Average	Slightly High
May	77.7°F (25.4°C)	Light Rain	Sunny	Average	Average
June	81.9°F (27.7°C)	Light Rain	Mostly Sunny	Average	Average
July	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	83.8°F (28.8°C)	Light Rain	Mostly Sunny	Average	Average
September	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	77.0°F (25.0°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
November	70.2°F (21.2°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	65.8°F (18.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Tips to save on your trip to Gulfport

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Gulfport.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.