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 $1,554, price is now CA $974 per person
CA $974
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
8.6/10 Excellent! (79 reviews)
Great for older people who want an easily accessible room in a quiet setting. We will be back!

Reviewed on May 7, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,156, price is now CA $1,453 per person
CA $1,453
per person
Jul 30 - Aug 4
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (970 reviews)
Great place to stay!

Reviewed on May 26, 2026

Landing Tampa Westshore

Landing Tampa Westshore

4.5 out of 5
Port Tampa City
Price was CA $1,902, price is now CA $1,348 per person
CA $1,348
per person
Aug 8 - Aug 15
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (191 reviews)
Todo, desde indication hasta tipo de muebles y servicios

Reviewed on May 26, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $1,717, price is now CA $1,217 per person
CA $1,217
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (515 reviews)
It was amazing, we stayed at the Flamingo Suite, all was clean and tidy. The cottage has a great location close to all restaurants either south or north of the island since it is situated kind of in the middle of the island. The staff was so nice and understanding. So conveniently located right on the beach. Overall a great experience.

Reviewed on May 25, 2026

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

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 CA $414 per night from Jun 8 to Jun 9
CA $414
CA $523 total
Jun 8 - Jun 9
includes taxes & fees
9.4/10 Exceptional! (3,283 reviews)
"The staff are excellent. Helpful, friendly and professional all around."

Reviewed on May 27, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is CA $227 per night from Jun 7 to Jun 8
CA $227
CA $258 total
Jun 7 - Jun 8
includes taxes & fees
8.6/10 Excellent! (1,329 reviews)
"Room was clean newer look. Breakfast was great"

Reviewed on May 27, 2026

The Westin Tampa Bay
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 $245 per night from Jun 18 to Jun 19
CA $245
CA $332 total
Jun 18 - Jun 19
includes taxes & fees
8.2/10 Very Good! (2,626 reviews)
"Great place!"

Reviewed on May 27, 2026

Hilton Clearwater Beach Resort & Spa
See all 19,569 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
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Family Vacations

Discover the most popular places to visit in Gulfport

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

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 marina in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
Aerial sunset view of Clearwater beach and Sand key in Western Florida on the Mexican Gulf coast with vacation homes, hotels and bridges connecting

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
Fort De Soto Park

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

What to do in Gulfport

Sunset Celebration Cruise on Tropics Boat Tours

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 $61
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.