Gulfport Holidays

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Gulfport Beach Holiday

Listen to the waves lapping at the shore and stroll by the glistening waters on your Gulfport holiday. If you just need to get away, a trip to Gulfport is just what the doctor ordered. We have a great range of Gulfport holiday deals to select from. Snap one up near Gulfport Beach, just 2 kilometres from the city centre, and live out your holiday fantasies without hurting your budget.

Top hotels in Gulfport

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 S$276 per night from 25 Aug to 26 Aug
S$276
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,364 reviews)
"Plenty of food options, comfortable and clean."

Reviewed on 17 Aug, 2025

RumFish Beach at TradeWinds
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 31 Aug to 1 Sept
S$139
31 Aug - 1 Sept
includes taxes & fees
8.4/10 Very Good! (1,024 reviews)
"Decent hotel when staying by the airport. Airport shuttle begins at 5am so if you have early flight, you may need to get Uber/Lyft."

Reviewed on 19 Aug, 2025

Hilton Tampa Airport Westshore
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is S$291 per night from 31 Aug to 1 Sept
S$291
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,023 reviews)
"We enjoyed our stay at the hotel. Katy during our breakfast was definitely a highlight."

Reviewed on 16 Aug, 2025

Grand Hyatt Tampa Bay
See all 18,407 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 top-notch restaurants while you're in the area.

Tropicana Field
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
Sand Key Park

Sand Key Park

If a restful holiday is part of your travel plans, Sand Key Park might be the perfect place to visit during your trip to Clearwater Beach. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

Sand Key Park

What to do in Gulfport

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

S$41
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

S$48
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

S$153
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 holiday 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 holiday to Gulfport costs.
What are the cheapest months to go to Gulfport?
If you'd like to snag a cheap Gulfport holiday package, consider travelling in September, October and November. You'll generally find better prices on flights and accommodation during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Gulfport?
Gulfport holidays 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 neighbourhoods 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 holiday package to Gulfport?
During your Gulfport holiday, 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 holiday as a package?
You can enjoy significant savings on your next Gulfport break by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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 favourite season and the type of activities on offer will also help you decide when to holiday 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 holiday. 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 personalised Gulfport holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.