Legacy Trail Vacation Packages
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Top Legacy Trail Vacation Deals
Price found within the past 48 hours. Click for updated prices.
St Pete Beach Suites
Price was CA $1,571, price is now CA $969 per person
CA $969
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,002 reviews)
Manager Lori and the staff were friendly and helpful Room was as advertised. Pool area was great and only about a block from the sand of St Pete Beach. Would love to come back.
Reviewed on Jun 30, 2026
ChartHouse Clearwater Beach Marina Hotel
Price was CA $1,961, price is now CA $1,176 per person
CA $1,176
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,206 reviews)
Very clean and bright, wife loved it.
Reviewed on Jul 4, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $2,384, price is now CA $1,563 per person
CA $1,563
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,057 reviews)
Modern condo, comfortable beds, and equipped with everything you need in the kitchen!’
Reviewed on Jul 4, 2026
The Avalon Club
Price was CA $2,473, price is now CA $1,667 per person
CA $1,667
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (561 reviews)
10/10 would recommend this property. Clean, freindly staff, complimentary coffee bar, and great location are just some of the perks of staying here. The rooftop bar and pool is a nice way the wind down your day that included a comp glass of champagne amd views of awesome sunsets.
The property also offered access to free beach chairs and umbrellas for use on the beach which is a huge plus in my book. Numerous stores and restaurants well within walking distance of the hotel.
So if your looking for a nice hotel while visiting CWB, look no further. You will not be disappointed. We will definitely be returning on our next beach vacation.
Reviewed on Jul 1, 2026
Legacy Trail Hotel Deals
Loews Miami Beach Hotel – South Beach
1601 Collins Ave Miami Beach FL
The price is CA $339 per night from Jul 26 to Jul 27
CA $339
CA $467 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (848 reviews)
"Not worth the hype"
Reviewed on Jul 4, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Jul 19 to Jul 20
CA $204
CA $229 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (5,997 reviews)
"This location has the slowest check in process I have ever seen. Communication with the reception is impossible. Everything else is pretty good."
Reviewed on Jul 5, 2026
The Island Resort at Fort Walton Beach
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $416 per night from Jul 8 to Jul 9
CA $416
CA $527 total
Jul 8 - Jul 9
includes taxes & fees
8.2/10 Very good! (3,320 reviews)
"Todo bien"
Reviewed on Jul 4, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
