Gulfport Vacations

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Find the Best Gulfport Vacation Packages

Gulfport Hotel Deals

Wyndham Grand Clearwater Beach
Wyndham Grand Clearwater Beach
4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is AED 1,451 per night from May 4 to May 5
AED 1,451
AED 1,768 total
includes taxes & fees
4 May - 5 May
9.2/10 Wonderful! (2,061 reviews)
"Had a great family vacation at this hotel. Bunk beds for the kids was cool. The only complaints are that the food from room service is garbage & people lay their towels on the chairs around the pool to hold their spot. Management should stop that from happening as there are ZERO chairs after 8am ..."

Reviewed on 3 April 2025

Wyndham Grand Clearwater Beach
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 AED 834 per night from Apr 8 to Apr 9
AED 834
AED 1,171 total
includes taxes & fees
8 Apr - 9 Apr
7.4/10 Good! (1,002 reviews)
A week on the beach
"Despite being overcharged and eventually recompensated, our stay was pleasant and peaceful."

Reviewed on 30 March 2025

Island Grand at TradeWinds
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 AED 933 per night from Apr 20 to Apr 21
AED 933
AED 1,200 total
includes taxes & fees
20 Apr - 21 Apr
7.8/10 Good! (1,788 reviews)
Will be back!
"Great stay! The valet attendants are friendly. The front desk staff is always on top of things. I will say that for almost $500/night I wish I couldn't hear my neighbors alarm going off at 4am due to thinner walls…but that is my only negative comment I have. I love staying here."

Reviewed on 2 April 2025

Hilton Clearwater Beach Resort & Spa
See all 17,900 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.

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 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.

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 marina in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Tropicana Field

Tropicana Field

4.5/5(591 reviews)

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 which includes a sandy beach

Fort De Soto Park

4.5/5(676 reviews)

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Fort De Soto Park