Gulfport Vacation Packages 2026 from $642

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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.

The Latest Gulfport vacation packages

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

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$642

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,150 reviews)

Great location excellent view front 19 floor from the pool

Reviewed on Aug 31, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,525

per person

Oct 2 - Oct 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (579 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$842

per person

Nov 7 - Nov 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,173 reviews)

Place is very clean and well maintained, the premium room was really nice worked out perfectly for us with 2 bedrooms ,If there was one thing i could recommend would be more comfortable couch / chair in living room but don't let that take away from the very comfortable beds , pool and hot tub were nice and clean also, front desk staff were friendly… parking was never a problem to have a spot… overall nice place to stay!

Reviewed on Aug 31, 2026

CW Resort

Save 100% on your flight

$812

per person

Nov 1 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (117 reviews)

The Avalon Club

Save 100% on your flight

$948

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (590 reviews)

2/5 stars — Avoid: False advertising, poor conditions, and dishonest billing We booked 5 nights at the Avalon but left after 3 due to a string of issues. The "beachfront" view advertised on their website was misleading — in reality, our room overlooked a public parking lot, with the actual beach a few hundred feet beyond that. Amenities weren't much better: the towels and pool/beach chairs were worn out and old, despite an extra $40/day charge to use them. The shower grout was visibly moldy and the sofa looked like they got it off of a curb. After complaining to Expedia about these issues, I received an email from the resort at 5am on day two saying they'd refund our stay, but that I needed to check out by noon that same day or be charged for an additional night. I was off-property in Orlando at the time and couldn't make that window. When I returned, I told the front desk I'd be checking out the next morning at 11am (making it 3 nights total), and they simply said "ok" — no objection, no mention that this would affect the refund. Despite that, I was billed for the full 5 nights. When I called to dispute it, they claimed that because I didn't check out on the exact day specified in their 5am email, they were no longer honoring the refund. Between the false advertising, dated amenities charged at a premium, and a resort that goes back on what its own staff acknowledged, I would not recommend staying here.

Reviewed on Aug 27, 2026

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Stay near popular Gulfport attractions

A heron standing by a marina with boats and palm trees in the background.

Gulfport Beach

9.0/10 (21 reviews)

This tranquil waterfront along Boca Ciega Bay offers a peaceful alternative to Florida's busier beaches. Extend your visit with a stroll down Williams Pier or explore the vibrant local arts scene nearby.

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A waterfront with a dock, a boat, and a building with a white roof.

Gulfport Casino

This historic 1935 ballroom enchants with its Art Deco charm and 5,000-square-foot maple dance floor. Join nightly Swing, Latin, and Ballroom events or sip cocktails on the bayside verandah.

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Gulfport Tuesday Fresh Market

8.6/10 (4 reviews)

This vibrant open-air market showcases local produce, artisan crafts, and live music every Tuesday. Browse stalls of fresh organic vegetables, handmade goods, and local honey while enjoying the community atmosphere.

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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 lively bars.

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What to do in Gulfport

Sunset Celebration Cruise on Tropics Boat Tours

$37

per adult

92% of travellers recommend

Starlite Infinity Evening Yacht Cruise Clearwater

$37

per adult

90% of travellers recommend

Clearwater Beach: Dolphin & Island Sandbar Cruise

$28

per adult

96% of travellers recommend

See all activities in Gulfport

Gulfport Hotel Deals

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL

Fully refundableReserve now, pay when you stay

$147 nightly

$167 total

Sep 6 - Sep 7

Total with taxes and fees

8.6/10 Excellent! (1,543 reviews)

"This was an excellent choice"

Reviewed on Aug 30, 2026

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$198 nightly

$224 total

Sep 7 - Sep 8

Total with taxes and fees

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$256 nightly

$290 total

Sep 7 - Sep 8

Total with taxes and fees

9.4/10 Exceptional! (3,807 reviews)

"First time visiting the resort and Clearwater. Great service, cleanliness and amenities. Will definitely be back!"

Reviewed on Aug 30, 2026

See all 19,823 properties in Gulfport

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.

Find the Best Gulfport Vacation Packages

Things to do in and around Gulfport

Gulfport is perfect for outdoor and family vacations, offering a variety of activities. You can enjoy beach trips, day trips, and visit the Gulfport Sportsplex. For sports enthusiasts, there are golf courses and opportunities for jet skiing. Don’t miss exploring the recreational areas and shopping malls that add to the charm of this vibrant coastal town.

Shopping

For a unique shopping experience, visit John's Pass Village & Boardwalk, just 5 miles from Gulfport, offering entertainment and family-friendly vibes. Don’t miss the Gulfport Tuesday Fresh Market for local goods. If you're up for a drive, check out Sundial St. Pete, also 5 miles away, featuring diverse shops and entertainment.

Recreation

Jannus Live offers an energetic atmosphere with live music just 4 miles from Gulfport, perfect for a fun night out. Meanwhile, Mahaffey Theater, located 5 miles away, immerses you in culture and romance with captivating performances. For relaxation, Maximo Park, 3 miles from Gulfport, invites you to unwind amidst nature.

Adventure

Experience the thrills at Splash Harbour Water Park, located 13 miles from Gulfport, featuring exciting water slides and family-friendly attractions. For high-speed racing, head to Tampa Bay Grand Prix, 9 miles away, where you can enjoy karting adventures. Don't miss the Treasure Island Fun Center, 8 miles from Gulfport, for arcade fun.

Nightlife

Gulfport’s nightlife offers a vibrant mix of laid-back bars and lively venues. Enjoy live music at the historic Gulfport Casino or sip cocktails at local favorites like The Tiki Bar, where the atmosphere is always welcoming and the sunsets are stunning.

*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 a fantastic destination for outdoor and family vacations, offering beautiful beaches, urban parks, and art museums. Explore Gulfport Beach for sun and sand, visit the Gulfport Sportsplex for recreational activities, and enjoy the scenic Gulfport beachfront. Whether you're seeking relaxation or cultural experiences, Gulfport has something for everyone, making it the perfect spot for your next getaway.

Tampa Bay: Experience the stunning beauty of Tampa Bay, located 10 miles from Gulfport. Enjoy its beautiful beaches, outdoor activities, and picturesque scenery, perfect for relaxation or adventure.
Salvador Dali Museum: Just 5 miles away, the Salvador Dali Museum offers a deep dive into the world of surrealism. This cultural gem showcases an extensive collection of Dali's works, providing a unique artistic experience.
Eckerd College: Located only 3 miles from Gulfport, Eckerd College features a modern campus with vibrant city vibes. Explore its beautiful grounds and enjoy the blend of education and nature.

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.

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.

Gulfport Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Tampa Intl. Airport (TPA)
Population	12,300
Max Temp Winter	70ºF
Max Temp Summer	90ºF
Top Sights	Fort De Soto Park, Salvador Dali Museum and Mahaffey Theater

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Frequently asked questions

How much does a Gulfport vacation package cost?

You'll find cheap prices from $642 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.

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

Gulfport Vacations from $642

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Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Gulfport Vacation

The Latest Gulfport vacation packages

The Westin Sarasota

Cedar Cove Resort and Cottages

Ocean Club Treasure Island Hotel

CW Resort

The Avalon Club

Stay near popular Gulfport attractions

Gulfport Beach

Gulfport Casino

Gulfport Tuesday Fresh Market

Island Community Theatre

What to do in Gulfport

Sunset Celebration Cruise on Tropics Boat Tours

Starlite Infinity Evening Yacht Cruise Clearwater

Clearwater Beach: Dolphin & Island Sandbar Cruise

Gulfport Hotel Deals

The Westin Tampa Bay

Hilton Clearwater Beach Resort & Spa

Wyndham Grand Clearwater Beach

Find the Best Gulfport Vacation Packages

Things to do in and around Gulfport

Find the best attractions near Gulfport

Best time to go to Gulfport

Tips to save on your trip to Gulfport

Gulfport Beach Vacation

Gulfport Essential Information

More vacations you might like

Frequently asked questions

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