Gulf Highlands Vacation Packages

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Top Holiday Package Deals in Gulf Highlands

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

Innisbrook Resort

CA $858
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very good! (1,000 reviews)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,256
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,128 reviews)
The Avalon Club

The Avalon Club

CA $2,266
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (575 reviews)
Right by beach, restaurants

Reviewed on Aug 9, 2026

St Pete Beach Suites

St Pete Beach Suites

CA $1,549
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
The location, cleanliness, and amenities were excellent! We had a great stay overall. There were just two issues that kept me from giving a full 5-star review: 1. Limited after-hours support: If you need assistance outside of normal business hours, you may have difficulty reaching someone. During our stay, there were no staff on-site, and I couldn't get a response by calling, text, or through the messaging portal until the following day. Fortunately, our issue wasn't an emergency, but it made me wonder what would happen if someone were locked out of their room or had another urgent problem. The AI phone assistant states that all calls and messages are answered between 8:00 a.m. and midnight, but that wasn't our experience. I completely understand not having on-site staff, but I do think the after-hours availability should be communicated more clearly. 2. Very slow hot water: In our suite, it took more than 15 minutes for the hot water to reach the shower. Once it got hot, it stayed hot, so it wasn't a major issue, especially if you know to plan ahead. I'm not sure if this was specific to our suite or a property-wide issue, but it's something I wish we'd known before our stay. Despite these two issues, we enjoyed our stay and would absolutely consider staying here again.

Reviewed on Aug 10, 2026

Where to stay in Gulf Highlands

Find the best Gulf Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Highlands
A marina with boats docked, surrounded by residential buildings and a large hotel.

Jasmine Estates

While Jasmine Estates isn't home to many top sights, Gulf View Square and Regal Hollywood - Port Richey are some notable places to visit nearby.

A calm water body reflecting trees and sky, surrounded by dense vegetation and tall palm trees.

Marthas Vineyard

Though Marthas Vineyard might not have many top sights, you can venture to the surrounding area to see attractions like SunCruz Port Richey Casino and Gulf View Square.

360 Aerial Panorama of Dunedin Causeway at Sunset over St. Joseph Sound, Florida

West Port

While there might not be top attractions in West Port, you can explore the larger area and discover places like Gulf View Square and Regal Hollywood - Port Richey.

A sunset over a calm lake with a dock and trees silhouetted against the sky.

Embassy Hills

Embassy Hills might not have many top sights, but Gulf View Square and Regal Hollywood - Port Richey are two attractions nearby that you can check out.

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Regency Park

If you're looking for some top things to see and do in Regency Park and surrounding area, you can visit Regal Hollywood - Port Richey and Gulf View Square.

Gulf Highlands Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
CA $74
CA $82 total
Sep 1 - Sep 2
includes taxes & fees
7.2/10 Good! (1,578 reviews)
"Darby was great , Chelsea was cool until her manager told her to call me down to the office and record me on camera asking to delete my other review because it was a honest review and I told it as I seen it, she made my friend go back to the room and come back to the office just to tell me that the ..."

Reviewed on Aug 10, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South

38724 US Highway 19 North Tarpon Springs FL
Fully refundable
CA $118
CA $133 total
Sep 6 - Sep 7
includes taxes & fees
Quality Inn & Suites Tarpon Springs South
Innisbrook Resort

Innisbrook Resort

36750 Us Highway 19 N Palm Harbor FL
CA $166
CA $259 total
Aug 12 - Aug 13
includes taxes & fees
Innisbrook Resort
See all 2,138 properties in Gulf Highlands
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 Gulf Highlands vacation package cost?
Perhaps less than you imagined — from only CA $858, actually! By bundling hotels, flights and car rentals into a customized package, your trip to Gulf Highlands is just a few clicks away.
How do I get a cheap travel package to Gulf Highlands?
You'll save loads of cash if you bundle your hotels, car rentals and flights into a Gulf Highlands vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 properties throughout the world, so you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Gulf Highlands?
With popular attractions such as Werner Boyce Salt Springs State Park and Gulf View Square in this area, look for a hotel located near either one. Beacon Woods Golf Course is another sight in Gulf Highlands that travelers flock to.
How far in advance should I book my Gulf Highlands vacation?
It depends on the air carrier, but it's usually possible to look up international airfares on Expedia nearly a year in advance. While it's advisable to book ahead of time, lucky customers occasionally score a cheaper flight just weeks prior to the date of departure.
What does an Expedia Gulf Highlands travel package include?
Hotels, flights and rental cars, or any combination of the three — it's your pick! Whether you're headed to Gulf Highlands with the entire family or enjoying a solo break, there's a package to match every style and budget. Once you've made your booking, why not add on one or two tours and experiences?
What should I know before booking a Gulf Highlands travel package?
Get set to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock fantastic discounts. You're not restricted to hotels, however. We have beachside condos, city apartments and even houseboats and castles!
Can I choose my airline with a Gulf Highlands Expedia vacation package?
You can, and with over 550 airlines to choose from worldwide, you're spoiled for choice. Scroll through the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Gulf Highlands vacation package?
If your travel plans in Gulf Highlands have changed, it's a relief to know that it is possible to cancel or amend your booking. If you booked in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a cancellation fee. To learn more, check our Customer Service Portal.

Things to do

Tarpon Springs Ghost Tour — Haunted History & True Crime

Tarpon Springs Ghost Tour — Haunted History & True Crime

CA $56
per adult
Tarpon Springs Ghost Tour — Haunted History & True Crime
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $76
per adult
80% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

CA $10
per adult
Audio Guide to New Port Richey's History and Quirky People
See all activities in Port Richey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.