Gulf Highlands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Gulf Highlands

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

CW Resort

4 out of 5
Price was CA $1,530, price is now CA $994 per person
CA $994
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,982, price is now CA $1,216 per person
CA $1,216
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)
Gg

Reviewed on Nov 8, 2026

The Knickerbocker by Delphius

The Knickerbocker by Delphius

3 out of 5
Hyde Park
Price was CA $4,216, price is now CA $2,721 per person
CA $2,721
per person
Jan 17 - Jan 24
found 9 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
No reviews

Holiday Inn Tampa Westshore - Airport Area by IHG

Holiday Inn Tampa Westshore - Airport Area by IHG

3 out of 5
Westshore
Price was CA $1,771, price is now CA $1,174 per person
CA $1,174
per person
Jan 9 - Jan 16
found 3 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
8.4/10 Very good! (1,482 reviews)
Clean room

Reviewed on Nov 8, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,080, price is now CA $1,395 per person
CA $1,395
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (615 reviews)

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.

Find hotels in Jasmine Estates

Gulf Highlands Hotel Deals

La Vista Inn

La Vista Inn

2 out of 5
11736 US HIGHWAY 19 Port Richey FL
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Dec 10 to Dec 11
CA $84
CA $94 total
Dec 10 - Dec 11
includes taxes & fees
La Vista Inn
Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
The price is CA $75 per night from Nov 15 to Nov 16
CA $75
CA $83 total
Nov 15 - Nov 16
includes taxes & fees
7.4/10 Good! (1,610 reviews)
"Do NOT stay here unless you want the “hourly” rate kinda feel. Old, dirty. Woken up with weed smell choking you from outside."

Reviewed on Nov 9, 2026

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

Quality Inn & Suites Tarpon Springs South

2.5 out of 5
38724 US Highway 19 North Tarpon Springs FL
Fully refundable
The price is CA $117 per night from Nov 11 to Nov 12
CA $117
CA $132 total
Nov 11 - Nov 12
includes taxes & fees
Quality Inn & Suites Tarpon Springs South
See all 2,194 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Gulf Highlands vacation package cost?
Perhaps less than you imagined — from only CA $994, 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: Evening Dolphin Cruise

Tarpon Springs: Evening Dolphin Cruise

CA $41
per adult
90% of travellers recommend
Tarpon Springs: Evening Dolphin Cruise
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
86% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
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.