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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,366, price is now CA $795 per person
CA $795
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,017 reviews)
Loved it Voco hotel was great clean and quiet great place to just sit back and relax place was not busy at all kids are all back in school thank god . Beach’s all near by 10 to 20 minute drive to any beach u wana go too.

Reviewed on Sep 2, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $2,490, price is now CA $1,159 per person
CA $1,159
per person
Oct 25 - Nov 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,058 reviews)
Hands down one of the best hotels I’ve ever stayed at. Not only is it in a gorgeous location but the suite was incredible, the wine that was waiting for us in our room was phenomenal and the amenities were wonderful. They offer bikes for free as part of your stay, and me and my daughter biked all around the island it was such a good day ☀️. Would absolutely recommend this place to anybody. Perfect for couples but also very family friendly too. Will be staying here again!!

Reviewed on Sep 7, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was CA $2,221, price is now CA $1,170 per person
CA $1,170
per person
Oct 25 - Nov 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (618 reviews)
We were very pleased with our 3 night stay at the hotel. The staff graciously offered us an umbrella and chairs to take to the beach from the donation stash. We really appreciated that and returned the items when we left for future guests.

Reviewed on Sep 8, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,614, price is now CA $1,400 per person
CA $1,400
per person
Oct 25 - Nov 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (446 reviews)
Karen is the best and her staff makes you feel safe and welcomed

Reviewed on Sep 9, 2025

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was CA $1,431, price is now CA $817 per person
CA $817
per person
Oct 25 - Nov 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.2/10 Very Good! (1,023 reviews)
Very nice and quiet. Off season

Reviewed on Sep 7, 2025

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
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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 $56 per night from Sep 23 to Sep 24
CA $56
per night
Sep 23 - Sep 24
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
Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
36750 Us Highway 19 N, Palm Harbor, FL
The price is CA $219 per night from Sep 11 to Sep 12
CA $219
per night
Sep 11 - Sep 12
Innisbrook Resort
See all 1,916 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
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Frequently asked questions

How much does a Gulf Highlands vacation package cost?
Perhaps less than you imagined — from only CA $795, 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

Tarpon Springs Train Depot at Night

Tarpon Springs: Ghost and Haunted History Tour

CA $55
per adult
Tarpon Springs: Ghost and Haunted History Tour
Goodacre's "Naiads" at the Sponge Docks

I Came, I Saw... I GREEKED!

CA $227
per adult
I Came, I Saw... I GREEKED!
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
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.