Legacy Trail Golf Vacations

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

Flight and Golf hotel deals in Legacy Trail

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,036
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

CW Resort

CW Resort

CA $1,229
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
The Avalon Club

The Avalon Club

CA $1,346
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (594 reviews)
2/5 stars — Avoid: False advertising, poor conditions, and dishonest billing We booked 5 nights at the Avalon but left after 3 due to a string of issues. The "beachfront" view advertised on their website was misleading — in reality, our room overlooked a public parking lot, with the actual beach a few hundred feet beyond that. Amenities weren't much better: the towels and pool/beach chairs were worn out and old, despite an extra $40/day charge to use them. The shower grout was visibly moldy and the sofa looked like they got it off of a curb. After complaining to Expedia about these issues, I received an email from the resort at 5am on day two saying they'd refund our stay, but that I needed to check out by noon that same day or be charged for an additional night. I was off-property in Orlando at the time and couldn't make that window. When I returned, I told the front desk I'd be checking out the next morning at 11am (making it 3 nights total), and they simply said "ok" — no objection, no mention that this would affect the refund. Despite that, I was billed for the full 5 nights. When I called to dispute it, they claimed that because I didn't check out on the exact day specified in their 5am email, they were no longer honoring the refund. Between the false advertising, dated amenities charged at a premium, and a resort that goes back on what its own staff acknowledged, I would not recommend staying here.

Reviewed on Aug 27, 2026

The Hotel Zamora

The Hotel Zamora

CA $1,185
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (391 reviews)
Highly recommend, friendly staff great hotel.

Reviewed on Aug 31, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

CA $1,498
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,767 reviews)
Excellent choice! I loveed this hotel mostly for the location.

Reviewed on Sep 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Legacy Trail
View all trips

5* Golf holidays in Legacy Trail

Price found within the past 48 hours. Click for updated prices.
The Adaline

The Adaline

Hyde Park
CA $1,652
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (74 reviews)
The Gemma by Brightwild

The Gemma by Brightwild

CA $4,255
per person
Oct 8 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.8/10 Exceptional! (6 reviews)
The Jade House is in an excellent location only a block from the beach and short walk to restaurants, shops, and bars. Communication with the management company was difficult through Expedia. Even when I called directly, one of the three client service agents was not helpful whatsoever. However, once I was given the number to text, communication was much better. The pool/ hot tub area is perfect. The house is very comfortable. Only decks are narrow (only stand); ocean view is from one of theses.

Reviewed on Jul 30, 2026

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

CA $17,477
per person
Oct 4 - Oct 11
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.8/10 Exceptional! (90 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Legacy Trail
View all trips

3 Night Golf holidays in Legacy Trail

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $867
per person
Oct 8 - Oct 11
found 8 hours ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

CA $1,085
per person
Oct 8 - Oct 11
found 8 hours ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
9.4/10 Exceptional! (3,767 reviews)
Excellent choice! I loveed this hotel mostly for the location.

Reviewed on Sep 1, 2026

Landing Tampa Westshore

Landing Tampa Westshore

Port Tampa City
CA $1,790
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9/10 Wonderful! (197 reviews)
The registration process was intense, but I understood it after seeing the property. So secure, so clean, so perfect for our holiday with our family! They communicated thoroughly and responded to our one request quickly. The amenities were amazing and I loved all the hangars! Thankful for the garage that was included with this unit. Thank you for making this a memorable vacation!

Reviewed on Aug 22, 2026

Don't see what you're looking for?
See all available trips from Columbus to Legacy Trail
View all trips

4 Night Golf holidays in Legacy Trail

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $847
per person
Nov 13 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Super clean, beautiful unit! The staff was absolutely amazing and courteous at every turn. We found our home when we are in the area.

Reviewed on Sep 1, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $1,407
per person
Nov 18 - Nov 22
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (584 reviews)
CW Resort

CW Resort

CA $894
per person
Nov 13 - Nov 17
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Legacy Trail
View all trips

Discover the ultimate golf vacation from Legacy Trail with Expedia

What are some benefits when booking golf vacations from Legacy Trail?

Booking a golf vacation means putting golf at the centre of your entire experience. Not only will you be able to enjoy easy access to the greens, but you'll often have access to all the equipment you need as well. Plus, golf stays tend to be on the more luxurious end of the spectrum, so you're likely to have some other high-end amenities as well.

How can I find the best golf vacations in Legacy Trail?

The best way to find golf vacations in Legacy Trail is to take advantage of numerous search filters. You can look for golf stays specifically, with additional filters available for certain courses in some destinations. Plus, if you travel during the off-season in , you may even be able to get high-end stays at a discount.

Are there cheap golf packages available?

Yes, you'll find prices as low as CA $847, but the overall price depends on several factors. The time of year you travel to Legacy Trail and the amenities you opt for can play a role in the cost of your package. Some package deals offer discounts of up to 47, but that's just a general trend rather than a guarantee.

Can I book golf and spa vacation packages?

Golf is often considered a luxury activity, so it's only natural that it be paired with other high-end experiences. You can implement the spa filter to sort for properties that have spa facilities, which can be especially useful for resting and rejuvenating in between games.

How can I find luxury golf vacations in Legacy Trail?

A lot of golf vacations are already luxurious given the nature of the game, but there are a few things you can do to push it as far as it can go. Use search filters to highlight only 5-star properties to ensure you're getting the best of the best. Business-class flights are available as well in most cases.

Can I book an all-inclusive golf vacation in Legacy Trail?

In many cases, yes. There's even a search filter for all-inclusivity, so you can sort for all-inclusive stays specifically. Even when an all-inclusive experience that matches your needs isn't available, you may be able to find some half-board options. This is also one of the best ways to find luxury golf vacations.

Why should I book golf packages including flights?

When you book your flight and your accommodations together, you can enjoy some serious savings compared to what you'd find booking separately. We're your one-stop shop for all your travel needs, and convenience is just the beginning when booking golf vacations from Legacy Trail with us.

Should I book a last-minute golf vacation?

Booking last-minute to Legacy Trail shouldn't be your first choice, but if you like to travel spontaneously, there are a few benefits to enjoy. Occasionally, you may be able to save money by booking last-minute, as accommodations are interested in filling their last few vacancies as fast as they can. The deals aren't guaranteed, however, so keep that in mind when planning. Sometimes, accommodations will simply be sold out.

Can I book a golf vacation that is fully refundable?

Yes, you'll find several options that are fully refundable among our packages in Legacy Trail. You can even filter for fully refundable stays specifically. Just remember to check out each accommodation's policy specifically to make sure your booking qualifies.

Why should I book my golf trip with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel needs. You can search through a massive collection of packages and potentially unlock discounts by booking your flight and accommodations together. Even more discounts may be available for Expedia Rewards members, such as special deals and the ability to earn points to put toward discounts on future bookings.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.