Golf Vacations in Legacy Trail 2026

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Flight and Golf hotel deals in Legacy Trail

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

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa

CA $1,006

per person

Dec 24 - Dec 31

just found

Roundtrip flight included

Buffalo (BUF) to Tampa (TPA)

8.6/10 Excellent! (943 reviews)

Nice place

Reviewed on Oct 18, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $2,366

per person

Dec 24 - Dec 31

found 3 hours ago

Roundtrip flight included

Buffalo (BUF) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

CW Resort

Save 100% on your flight

CA $1,331

per person

Dec 11 - Dec 18

found 9 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

The Avalon Club

Save 100% on your flight

CA $1,850

per person

Dec 11 - Dec 18

found 9 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

Wyndham Grand Clearwater Beach

Save 100% on your flight

CA $1,467

per person

Dec 24 - Dec 31

found 3 hours ago

Roundtrip flight included

Buffalo (BUF) to Tampa (TPA)

9.4/10 Exceptional! (3,946 reviews)

Great Hotel friendly staff easy access to the beach. Tremendous facilities will definitely stay again.

Reviewed on Oct 20, 2026

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5* Golf holidays in Legacy Trail

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

The Ritz-Carlton, Sarasota

Central Sarasota

CA $3,372

per person

Jan 1 - Jan 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

9.2/10 Wonderful! (1,024 reviews)

Best hotel I’ve ever stayed at. The staff was amazing. Ready to help at all times! The spa was fantastic, as well as the Beach Club!

Reviewed on Oct 19, 2026

The Gemma by Brightwild

Save 100% on your flight

CA $4,824

per person

Dec 11 - Dec 18

found 9 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

9.8/10 Exceptional! (7 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

CA $6,244

per person

Jan 1 - Jan 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

9.8/10 Exceptional! (97 reviews)

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3 Night Golf holidays in Legacy Trail

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

The Avalon Club

Save 100% on your flight

CA $1,821

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Tampa (TPA)

9.4/10 Exceptional! (608 reviews)

CW Resort

CA $2,038

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,891

per person

Dec 27 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

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4 Night Golf holidays in Legacy Trail

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

Innisbrook Resort

CA $1,521

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8.4/10 Very good! (1,004 reviews)

Beautiful golf course property. Units are individually owned & put into the rental pool for the resort to randomly assign a unit. As result, you never know what amenities you’ll get within the unit. For this “Suite” stay, I was surprised that after multiple stays over the years at the property- that the unit I stayed in, did not have a dishwasher. I’ve stayed at this property on & off for almost 15 years as I have family in the area, and I like the beautiful landscaping of the property, but this is the first time that I didn’t get a dishwasher & of course, this was one of the few times I did some take out & ate one night in the Suite, and hadn’t noticed there was not one until I went to wash the dishes before using them, and after using them. But, I’ll stay again, as I like the resort & having the extra space of a suite and patio, but just so other ppl know how this works.

Reviewed on Oct 20, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

CA $2,259

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

CW Resort

Save 100% on your flight

CA $2,368

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

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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 $1,006, 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 29, 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.