Gulfport Vacations

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Find the Best Gulfport Vacation Packages

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.

Gulfport Hotel Deals

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 NT$5,606 per night from Jul 14 to Jul 15
NT$5,606
NT$7,479 total
Jul 14 - Jul 15
includes taxes & fees
8/10 Very Good! (1,972 reviews)
"The amazing staff and so close to the beaches ⛱️"

Reviewed on 2025/7/4

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 NT$5,067 per night from Jul 8 to Jul 9
NT$5,067
NT$7,524 total
Jul 8 - Jul 9
includes taxes & fees
8.2/10 Very Good! (1,288 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 2025/6/29

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 NT$4,836 per night from Aug 3 to Aug 4
NT$4,836
NT$7,262 total
Aug 3 - Aug 4
includes taxes & fees
7.2/10 Good! (1,001 reviews)
"Excellent stay and very clean"

Reviewed on 2025/7/1

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.

Discover the most popular places to visit in Gulfport

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
Salvador Dali Museum showing night scenes and modern architecture

Salvador Dali Museum

4.5/5(1,166 reviews)

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
Vinoy Park

Vinoy Park

4.5/5(227 reviews)

While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

Vinoy Park

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.