Gulfport Trips (flight + hotel)

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

Top hotels in Gulfport

Hilton Clearwater Beach Resort & Spa
Hilton Clearwater Beach Resort & Spa
4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is P10,983 per night from Jul 14 to Jul 15
P10,983
P14,643 total
Jul 14 - Jul 15
includes taxes & fees
8/10 Very Good! (1,988 reviews)
"Second time coming back to this property. We love that everything is accommodating for the kids and us. The property is always clean and beautiful. We had a small problem with our shower not drainin& our 4 year old cut his toe on a piece of the metal surrounding the tile flooring in our room, but ..."

Reviewed on Jul 6, 2025

Hilton Clearwater Beach Resort & Spa
RumFish Beach at TradeWinds
RumFish Beach at TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is P9,886 per night from Jul 8 to Jul 9
P9,886
P14,678 total
Jul 8 - Jul 9
includes taxes & fees
8.2/10 Very Good! (1,276 reviews)
"Excellent location right on the beach! Variety of activities and many hotel amenities, I loved the beach lounges with umbrellas and the hammocks by the trees. Villa ocean view room was perfect for our stay."

Reviewed on Jun 29, 2025

RumFish Beach at TradeWinds
Island Grand at TradeWinds
Island Grand at TradeWinds
4 out of 5
5500 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is P9,434 per night from Aug 3 to Aug 4
P9,434
P14,168 total
Aug 3 - Aug 4
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"Loved the cleanliness of the property lots to do. Wish the lobby bar was open later especially when the weather is bad outside"

Reviewed on Jul 6, 2025

Island Grand at TradeWinds
See all 18,284 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.

Popular places to visit

Tropicana Field

Tropicana Field

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the lively bars while you're in the area.

Tropicana Field
Fort De Soto Park showing a sandy beach

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Salvador Dali Museum showing night scenes and modern architecture

Salvador Dali Museum

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum

What to do in Gulfport

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

P1,801
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

P2,079
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

P7,023
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
See all activities in Gulfport

Frequently asked questions

How much does a Gulfport vacation package cost?
You'll find cheap prices 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?
If you'd like to snag a cheap Gulfport vacation package, consider traveling in September, October and November. You'll generally find better prices on flights and accommodations during these quieter months --- ideal for a budget-friendly getaway.
How many days is enough for Gulfport?
Gulfport vacations come in various shapes and sizes, but to get a real feel for this destination, we'd suggest 3 days is a good ballpark. With this timeframe, you can fit in top sights like Gulfport Beach and Gulfport Tuesday Fresh Market and track down some underrated gems. Don't skip neighborhoods such as Downtown St. Petersburg and United Central either. If you're smart with your time, you can even schedule a day trip or two from Gulfport too.
Is it worth booking a vacation package to Gulfport?
During your Gulfport vacation, you can count on experiencing some excellent culture and dining. Leave enough room in your schedule to visit major attractions like Gulfport Beach and Gulfport Tuesday Fresh Market.
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?

  1. Choose when to go: Check your calendar and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to vacation in Gulfport.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to set aside for your trip to Gulfport. Then, pick a property that suits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Gulfport, you can work out the perfect length of your vacation. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Gulfport vacation package.

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