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.
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 $1,661, price is now CA $1,098 per person
CA $1,098
per person
May 21 - May 26
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
2/10 (6 reviews)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,709, price is now CA $1,654 per person
CA $1,654
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (876 reviews)
Rooms were very clean and provided all things needed for our stay. Kitchen was fully functional and well equipped. Only negative thing I would say is the cost of beach chairs and umbrella everyday. I feel there should be a better way to include them in the cost of our stay.

Reviewed on Apr 12, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $3,138, price is now CA $2,030 per person
CA $2,030
per person
May 21 - May 26
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.4/10 Exceptional! (524 reviews)
We really enjoyed the Avalon, this is the second time we have stayed there. Albeit, the view of the gulf was nice, I wouldn't pay the higher rate for this feature. The unit was incredible, the gym was handy, and the pool bartender was very friendly.

Reviewed on Apr 7, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $2,406, price is now CA $1,588 per person
CA $1,588
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,151 reviews)
The property is pretty, the view is amazing, I didn’t like that the kitchen cookware was extremely low quality (goodwill have better frying pan) no towel at the pool, they change resorts fee, but never a single towel to use, the price for room Was high, the free shuttle to beach was a joke, but overall the hotel was nice but I won’t stay again. To pricey for they offer.

Reviewed on Apr 4, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $3,357, price is now CA $2,239 per person
CA $2,239
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.6/10 Good! (1,074 reviews)
I got a standard room for four people, and it was really small. No room anywhere to put any suitcases but other than that everything was excellent. Definitely will be going back and getting a bigger room next time.

Reviewed on Apr 9, 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
Gasparilla Pirate Festival at Tampa Florida, Ballast Point pier Tampa

Bayonet Point

3.5/5(5 area reviews)

Shopping, waterfront views, and restaurants highlight some of the notable features of Bayonet Point. Make a stop by Beacon Woods Golf Course while you're exploring.

Find hotels in Bayonet Point

Gulf Highlands Hotel Deals

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 $66 per night from Apr 19 to Apr 20
CA $66
CA $73 total
Apr 19 - Apr 20
includes taxes & fees
7.4/10 Good! (1,457 reviews)
The people staying there are the issue

Reviewed on Apr 9, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
10/10 Exceptional! (314 reviews)
This house is in the perfect location on the main river. The house and kitchen are well appointed for any length of stay. We saw so many manatees, a river otter and a pair of dolphins. The weather was rainy one day and the screened porch was the ideal location to sit and relax while still enjoying ...

Reviewed on Apr 12, 2026

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Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

2.5 out of 5
6206 US HWY 19 New Port Richey FL
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from May 10 to May 11
CA $140
CA $157 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (1,268 reviews)
Yes, great breakfast 😋

Reviewed on Apr 9, 2026

Comfort Inn & Suites New Port Richey Downtown District
See all 2,056 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.
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All Inclusive Vacations
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Frequently asked questions

How much does a Gulf Highlands vacation package cost?
Perhaps less than you imagined — from only CA $1,098, 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.

Discover the most popular places to visit in Gulf Highlands

Werner Boyce Salt Springs State Park

Werner Boyce Salt Springs State Park

You can take time to visit Werner Boyce Salt Springs State Park during your travels to Port Richey. Stroll along the waterfront or visit the shops in this family-friendly area.

Werner Boyce Salt Springs State Park

Beacon Woods Golf Course

Enjoy a round of golf in Hudson at Beacon Woods Golf Course. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Beacon Woods Golf Course

Things to do

2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $74
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
Tarpon Springs Train Depot on Tampa Bay Ghost Tour

Top-Rated Tarpon Springs Ghost Tour & Haunted Walk

CA $55
per adult
Top-Rated Tarpon Springs Ghost Tour & Haunted Walk
Goodacre's "Naiads" at the Sponge Docks

I Came, I Saw... I GREEKED!

CA $226
per adult
I Came, I Saw... I GREEKED!
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.