Gulfport Vacation Packages 2026 from $876

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Your Gulfport Vacation

Our vacation packages to Gulfport provide endless opportunities to immerse yourself in new sights, sounds and experiences. And with all your travel plans taken care of, you can breathe easy and enjoy your city getaway without a worry in the world. You'll want to do some exploring during your trip to Gulfport. Don't miss major attractions such as Salvador Dali Museum, Tropicana Field and Sunken Gardens. A couple of clicks is all it takes to craft the ultimate Gulfport vacation on Expedia.

The Latest Gulfport vacation packages

Price found within the past 48 hours. Click for updated prices.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$876

per person

Dec 2 - Dec 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

This property was amazing! On the beach and the rooms excellent!! Would absolutely stay here again!

Reviewed on Oct 15, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,961

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (604 reviews)

Property was great. Loved the location. On the quieter side but close to everything

Reviewed on Oct 13, 2026

Anna Maria Beach Resort

Save 100% on your flight

$2,730

per person

Nov 18 - Nov 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (423 reviews)

We loved the Anna Maria Beach Resort and plan on returning for another vacation!

Reviewed on Oct 15, 2026

Azul Resort

South Village

Save 100% on your flight

$963

per person

Nov 27 - Dec 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

7.6/10 Good! (7 reviews)

I definitely would not recommend this operation works on bait and switch games the pictures you see is not what you get Beware the staff works for tropical breeze resort and they will tell you that and tell you they do not now the property you are staying out rooms are small no closet put you clothes on the floor or tack them to the wall. Shower has no shelves store them on the floor to. Need clean towels if your on the midnight pass rooms you are 2 blocks away from office if they open.they state free parking well the room parking spots are now pay by phone for 30.00 a day or face being towed I had to fight that because my listing even stated free parking. Housekeeping another lie. Stayed 6 days had to beg to get our room cleaned and it happen once yet they tell you daily housekeeping. Been vacationing Siesta Key for 30 years plus and this was the most horrible experience with a resort unbelievable and you talk to the office about the conditions and they told me we know ugh. Oh and your mini fridge in every room is not a fridge it’s a wine cooler so not really safe to store food . Spend your money wisely and not here

Reviewed on Oct 11, 2026

Siesta Key Inn

South Village

Save 100% on your flight

$1,017

per person

Nov 27 - Dec 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (134 reviews)

Great place to stay close to the beach. The apartment is fully equipped, very clean, new appliances. Excellent communication! I definitely recommend this place, you won’t be disappointed.

Reviewed on Oct 16, 2026

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Stay near popular Gulfport attractions

A heron standing by a marina with boats and palm trees in the background.

Gulfport Beach

9.0/10 (21 reviews)

This tranquil waterfront along Boca Ciega Bay offers a peaceful alternative to Florida's busier beaches. Extend your visit with a stroll down Williams Pier or explore the vibrant local arts scene nearby.

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A waterfront with a dock, a boat, and a building with a white roof.

Gulfport Casino

This historic 1935 ballroom enchants with its Art Deco charm and 5,000-square-foot maple dance floor. Join nightly Swing, Latin, and Ballroom events or sip cocktails on the bayside verandah.

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Gulfport Tuesday Fresh Market

8.6/10 (4 reviews)

This vibrant open-air market showcases local produce, artisan crafts, and live music every Tuesday. Browse stalls of fresh organic vegetables, handmade goods, and local honey while enjoying the community atmosphere.

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Island Community Theatre

6.0/10 (1 review)

You can get tickets for a performance at Island Community Theatre on your trip to Gulfport. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

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What to do in Gulfport

Starlite Infinity Evening Yacht Cruise Clearwater

$37

per adult

90% of travellers recommend

Guaranteed Dolphin Sighting Tour on Tropics Boat Tours

$37

per adult

90% of travellers recommend

Clearwater Beach: Dolphin & Island Sandbar Cruise

$28

per adult

94% of travellers recommend

See all activities in Gulfport

Gulfport Hotel Deals

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$272 nightly

$307 total

Nov 5 - Nov 6

Total with taxes and fees

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$273 nightly

$308 total

Oct 18 - Oct 19

Total with taxes and fees

9.4/10 Exceptional! (2,449 reviews)

"Grear place clean and great staff"

Reviewed on Oct 15, 2026

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL

Fully refundableReserve now, pay when you stay

$163 nightly

$185 total

Oct 25 - Oct 26

Total with taxes and fees

See all 19,917 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.

Find the Best Gulfport Vacation Packages

Things to do in and around Gulfport

Gulfport is perfect for outdoor and family vacations, offering a variety of activities. You can enjoy beach trips, day trips, and visit the Gulfport Sportsplex. For sports enthusiasts, there are golf courses and opportunities for jet skiing. Don’t miss exploring the recreational areas and shopping malls that add to the charm of this vibrant coastal town.

Shopping

For a unique shopping experience, visit John's Pass Village & Boardwalk, just 5 miles from Gulfport, offering entertainment and family-friendly vibes. Don’t miss the Gulfport Tuesday Fresh Market for local goods. If you're up for a drive, check out Sundial St. Pete, also 5 miles away, featuring diverse shops and entertainment.

Recreation

Jannus Live offers an energetic atmosphere with live music just 4 miles from Gulfport, perfect for a fun night out. Meanwhile, Mahaffey Theater, located 5 miles away, immerses you in culture and romance with captivating performances. For relaxation, Maximo Park, 3 miles from Gulfport, invites you to unwind amidst nature.

Adventure

Experience the thrills at Splash Harbour Water Park, located 13 miles from Gulfport, featuring exciting water slides and family-friendly attractions. For high-speed racing, head to Tampa Bay Grand Prix, 9 miles away, where you can enjoy karting adventures. Don't miss the Treasure Island Fun Center, 8 miles from Gulfport, for arcade fun.

Nightlife

Gulfport’s nightlife offers a vibrant mix of laid-back bars and lively venues. Enjoy live music at the historic Gulfport Casino or sip cocktails at local favorites like The Tiki Bar, where the atmosphere is always welcoming and the sunsets are stunning.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Gulfport

Gulfport, Florida, is a fantastic destination for outdoor and family vacations, offering beautiful beaches, urban parks, and art museums. Explore Gulfport Beach for sun and sand, visit the Gulfport Sportsplex for recreational activities, and enjoy the scenic Gulfport beachfront. Whether you're seeking relaxation or cultural experiences, Gulfport has something for everyone, making it the perfect spot for your next getaway.

Tampa Bay: Experience the stunning beauty of Tampa Bay, located 10 miles from Gulfport. Enjoy its beautiful beaches, outdoor activities, and picturesque scenery, perfect for relaxation or adventure.
Salvador Dali Museum: Just 5 miles away, the Salvador Dali Museum offers a deep dive into the world of surrealism. This cultural gem showcases an extensive collection of Dali's works, providing a unique artistic experience.
Eckerd College: Located only 3 miles from Gulfport, Eckerd College features a modern campus with vibrant city vibes. Explore its beautiful grounds and enjoy the blend of education and nature.

Best time to go to Gulfport

The best time to visit Gulfport can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Gulfport falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Gulfport falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	61.7°F (16.5°C)	Light Rain	Mostly Sunny	Average	Average
February	64.4°F (18.0°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	73.0°F (22.8°C)	Light Rain	Sunny	Average	Slightly High
May	77.7°F (25.4°C)	Light Rain	Sunny	Average	Average
June	81.9°F (27.7°C)	Light Rain	Mostly Sunny	Average	Average
July	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	83.8°F (28.8°C)	Light Rain	Mostly Sunny	Average	Average
September	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	77.0°F (25.0°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
November	70.2°F (21.2°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	65.8°F (18.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Tips to save on your trip to Gulfport

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Gulfport.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Gulfport Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Tampa Intl. Airport (TPA)
Population	12,300
Max Temp Winter	70ºF
Max Temp Summer	90ºF
Top Sights	Fort De Soto Park, Salvador Dali Museum and Mahaffey Theater

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Frequently asked questions

What is the best time to go to Gulfport?

The best time to go for a Gulfport vacation package is typically during March and July, which are the peak months for demand. April also sees high interest. These periods offer vibrant atmospheres and popular conditions for enjoying the area.For travelers seeking a quieter experience or potentially more affordable Gulfport vacation options, consider visiting during January, or from October to November. These months tend to be less busy, offering a more relaxed trip.

How can I save money on a Gulfport vacation package?

When you bundle, you can save up to 30%*. To save money on a Gulfport package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's included in a Gulfport vacation package?

A Gulfport vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many package hotels offer convenient access to the shore, with Gulfport Beach about 1 mile from central Gulfport. Some hotels also include free breakfast, providing a relaxed start to your day.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Gulfport?

For couples seeking a romantic Gulfport vacation package, the Peninsula Bed & Cocktails offers one of the best vacation packages in Gulfport. This 4-star property, rated 8.8 out of 10, is about a 15-minute walk from central Gulfport. It features a bar and lounge, free breakfast, and unique rooms, with travelers often praising its good breakfast and central location right in the middle of town.

Is Gulfport better suited for a beach vacation or a cultural trip?

Gulfport is primarily a beach destination, making a Gulfport vacation ideal for travelers seeking sun and sand. You'll find beautiful stretches of coastline like Gulfport Beach, located about 1 mile from central Gulfport, perfect for relaxing or enjoying the water.While beaches are a major draw, Gulfport also offers a vibrant cultural scene. The downtown area features several art galleries and the Catherine A. Hickman Theater, a performing arts center. The historic Gulfport Casino Ballroom hosts various dance events, and the city is known for its street festivals throughout the year. A Gulfport vacation package can easily combine beach relaxation with these local cultural experiences.

What are the top things to do in Gulfport?

A Gulfport vacation offers plenty of opportunities to enjoy the beautiful Gulf Coast and its surrounding attractions:Browse and book things to do in Gulfport on Expedia.

Do you need to rent a car in Gulfport, or is public transport enough?

For a Gulfport vacation package, a rental car offers the most flexibility, especially if you plan to explore beyond the immediate downtown area. While central Gulfport is walkable, many of the region's popular attractions and beaches are spread out.For instance, Tampa International Airport (TPA) is about 20 miles away, and popular spots like St. Petersburg - Clearwater Beaches are about 15 miles from central Gulfport. Even within Gulfport, attractions like Gulfport Beach are about 1 mile from the center, and John's Pass Village & Boardwalk is about 9 miles away. A car allows you to easily visit these diverse locations and make the most of your Gulfport beach vacation packages.

Are Gulfport vacation package hotels conveniently located?

Gulfport vacation package hotels are generally well-located, offering convenient access to the area's attractions. Many properties are situated within easy reach of central Gulfport, allowing guests to explore on foot.For example, the 4-star Peninsula Bed & Cocktails, rated 8.8 out of 10, is about a 15-minute walk from central Gulfport. This central positioning means you can often enjoy local dining and shops without needing to drive, making your Gulfport vacation package experience more relaxed.

Can I change or cancel my Gulfport vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Gulfport vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Gulfport vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Gulfport vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Gulfport?

To find last-minute vacation packages to Gulfport, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Gulfport vacation packages?

Free cancellation on a Gulfport vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Gulfport vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Gulfport getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Gulfport vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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

Gulfport Vacations from $876

Book a Hotel + Flight or Car together to unlock savings

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Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Gulfport Vacation

The Latest Gulfport vacation packages

Ocean Club Treasure Island Hotel

Cedar Cove Resort and Cottages

Anna Maria Beach Resort

Azul Resort

Siesta Key Inn

Stay near popular Gulfport attractions

Gulfport Beach

Gulfport Casino

Gulfport Tuesday Fresh Market

Island Community Theatre

What to do in Gulfport

Starlite Infinity Evening Yacht Cruise Clearwater

Guaranteed Dolphin Sighting Tour on Tropics Boat Tours

Clearwater Beach: Dolphin & Island Sandbar Cruise

Gulfport Hotel Deals

Wyndham Grand Clearwater Beach

Hyatt Regency Clearwater Beach Resort and Suites

The Westin Tampa Bay

Find the Best Gulfport Vacation Packages

Things to do in and around Gulfport

Find the best attractions near Gulfport

Best time to go to Gulfport

Tips to save on your trip to Gulfport

Gulfport Beach Vacation

Gulfport Essential Information

More vacations you might like

Frequently asked questions

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