Gulfport Vacation Packages

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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.

Top Gulfport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,309, price is now CA $819 per person
CA $819
per person
Apr 23 - Apr 28
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (68 reviews)
Nice old Florida feel motel Clean room parking in front of unit Receive code to the room early and very easy to use !!!! Two night stay with my sister Close to everything and quiet Would stay here again

Reviewed on Mar 19, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,446, price is now CA $1,715 per person
CA $1,715
per person
Apr 23 - Apr 26
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (515 reviews)
Our family had a wonderful 4-night stay at this well kept hotel. The apartment was spacious, very clean, had nice amenities, and the hotel is conveniently located just steps from the beach. We recommend and would be happy to stay there again.

Reviewed on Mar 13, 2026

Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Price was CA $1,748, price is now CA $1,231 per person
CA $1,231
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,010 reviews)
Didn’t use laundry but looked good when I peeked in. Pool should be skimmed at midday better yet put filter on if possible. Absolutely ridiculous that half of the loungers didn’t have cushions. That alone was a bad experience for us and all the other upset complaining guests( inexcusable!)

Reviewed on Mar 19, 2026

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was CA $1,529, price is now CA $1,094 per person
CA $1,094
per person
Apr 30 - May 5
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
2/10 (4 reviews)
Abode Beach House

Abode Beach House

2 out of 5
Price was CA $1,613, price is now CA $1,157 per person
CA $1,157
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews

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 kilometres from the city centre, and live out your vacation fantasies without hurting your budget.

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Gulfport Hotel Deals

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 CA $295 per night from Apr 19 to Apr 20
CA $295
CA $419 total
Apr 19 - Apr 20
includes taxes & fees
8.2/10 Very Good! (1,704 reviews)
Great stay with a beautiful view of the beach. Overlooked the pool but it was not loud when you closed the balcony. Lots of things to do at the resort. Staff was friendly and helpful.

Reviewed on Mar 21, 2026

RumFish Beach at TradeWinds
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is CA $488 per night from Apr 12 to Apr 13
CA $488
CA $606 total
Apr 12 - Apr 13
includes taxes & fees
9.4/10 Exceptional! (3,077 reviews)
Great hotel with great location and amenities

Reviewed on Mar 20, 2026

Wyndham Grand Clearwater Beach
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 CA $373 per night from Mar 25 to Mar 26
CA $373
CA $476 total
Mar 25 - Mar 26
includes taxes & fees
8.2/10 Very Good! (2,497 reviews)
It was nice

Reviewed on Mar 20, 2026

Hilton Clearwater Beach Resort & Spa
See all 19,327 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Gulfport

Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.

John's Pass Village & Boardwalk

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 top-notch restaurants.

John's Pass Village & Boardwalk
White sand and palm trees in Clearwater beach

Clearwater Beach

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Vinoy Park

Vinoy Park

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

What to do in Gulfport

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $50
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

CA $62
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
See all activities in Gulfport

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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.