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.
Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG

2.5 out of 5
Lealman
Price was CA $1,335, price is now CA $895 per person
CA $895
per person
Apr 10 - Apr 17
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (1,003 reviews)
Very nice room and comfortable bed.

Reviewed on Feb 5, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,657, price is now CA $955 per person
CA $955
per person
Apr 11 - Apr 18
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,193 reviews)
Great place to stay! Friendly staff. Spacious suites. Pet friendly. Heated pool.

Reviewed on Jan 31, 2026

Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Price was CA $1,613, price is now CA $978 per person
CA $978
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (496 reviews)
The room was clean. Comfortable bed. Kitchenette. Beautiful view of the water. Can watch the birds. Close to stores, restaurant, St. Pete beach, Tampa bay, and old Tampa bay, and other sites. The city of St. Petersburg and Tampa.

Reviewed on Jan 24, 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was CA $2,502, price is now CA $1,608 per person
CA $1,608
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
7/10 Good! (1,744 reviews)
wouldn't say spot less but great location. Staff were courteous.

Reviewed on Feb 4, 2026

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Price was CA $1,493, price is now CA $999 per person
CA $999
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (517 reviews)
Clean room great staff

Reviewed on Jan 12, 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

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is CA $97 per night from Mar 8 to Mar 9
CA $97
CA $110 total
Mar 8 - Mar 9
includes taxes & fees
6.2/10 (3,905 reviews)
Great breakfast, deposits were different amounts for 2 different stays which was odd but hotel was fine for 1 night

Reviewed on Feb 2, 2026

Ramada by Wyndham Tampa Westshore Airport South
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 $196 per night from Feb 8 to Feb 9
CA $196
CA $307 total
Feb 8 - Feb 9
includes taxes & fees
8.2/10 Very Good! (1,621 reviews)
Clean rooms courteous staff

Reviewed on Feb 4, 2026

RumFish Beach at TradeWinds
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 $290 per night from Feb 8 to Feb 9
CA $290
CA $329 total
Feb 8 - Feb 9
includes taxes & fees
8.4/10 Very Good! (1,115 reviews)
Bed is always amazing

Reviewed on Feb 3, 2026

The Westin Tampa Bay
See all 19,289 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

4.5/5(136 reviews)

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

4.5/5(5 reviews)

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

4.5/5(8 reviews)

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 StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $39
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

CA $52
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

CA $75
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
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.