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 1,616 per night from Apr 2 to Apr 3
AED 1,616
AED 1,955 total
includes taxes & fees
2 Apr - 3 Apr
9.2/10 Wonderful! (2,058 reviews)
"Excellent place to stay in Clearwater. The staff is wonderful and knowledgeable about the area. Marty is a wonderful staff member who is extremely knowledgeable and helpful when it comes to knowing where to eat, etc."

Reviewed on 31 March 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 715 per night from May 1 to May 2
AED 715
AED 1,036 total
includes taxes & fees
1 May - 2 May
7.4/10 Good! (1,009 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
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AED 621 per night from Apr 27 to Apr 28
AED 621
AED 698 total
includes taxes & fees
27 Apr - 28 Apr
8.6/10 Excellent! (1,457 reviews)
"Very nice place Would highly recommend this hotel"

Reviewed on 30 March 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 17,849 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