Title: Legacy Trail Vacation Packages & Trips 2026 from CA $819 | Expedia.ca [Legacy Trail Travel Guide](https://expedia.ca/Legacy-Trail.dx553248621532652531)[Hotels in Legacy Trail](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Vacation Rentals in Legacy Trail](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Flights to Legacy Trail](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Legacy Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Legacy Trail Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Top Legacy Trail Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/3f239251_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mar Bay Motel &Suites CA $819 per person Apr 23 - Apr 28 found 9 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 8.6/10 Excellent! (68 reviews) Great location, very quiet and the staff is professional and courteous! Reviewed on Mar 22, 2026 ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/cc4728b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $1,012 per person May 25 - Jun 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Punta Gorda Airport (PGD) 9.2/10 Wonderful! (2,065 reviews) Clean room , but one of the staffs told us no we can’t use the pool she said you have to pay Then when we checked out they said no everything was included ! Reviewed on Mar 21, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/131fbebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $1,715 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.4/10 Exceptional! (515 reviews) Our family had a wonderful 4-night stay at this well kept hotel. The apartment was spacious, very clean, had nice amenities, and the hotel is conveniently located just steps from the beach. We recommend and would be happy to stay there again. Reviewed on Mar 13, 2026 ![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/417808cc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Residences at Siesta Key Beach by Hyatt Vacation Club South Village CA $1,468 per person May 17 - May 20 found 1 hour ago Roundtrip flight included Detroit (DTW) to Sarasota (SRQ) 9.8/10 Exceptional! (320 reviews) Room was beautiful and clean. Well kept and high end detail. Reviewed on Mar 10, 2026 ![Sleeps 6 Hot Tub Fenced Yard Cozy Chic](https://images.trvl-media.com/lodging/93000000/92340000/92332700/92332674/1b2b11f7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleeps 6 Hot Tub Fenced Yard Cozy Chic Town 'n' Country CA $1,094 per person Apr 30 - May 5 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 2/10 (4 reviews) ## Ready to book your vacation to Legacy Trail? Choose your dates ## Legacy Trail Hotel Deals ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kompose Boutique Hotel 965 University Pkwy Sarasota FL Fully refundableReserve now, pay when you stay CA $172 CA $211 total Apr 5 - Apr 6 includes taxes & fees 9.2/10 Wonderful! (5,161 reviews) My flight was cancelled by the airline. My reservation has passed the cancellation period, but the hotel staff cancelled my reservation with a full refund. Very nice and very friendly. Will definitely try to stay here again next time. Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true®ionId=553248621532652531) ![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Golden Host Resort - Sarasota 4675 N Tamiami Trl Sarasota FL Fully refundable CA $156 CA $176 total Mar 24 - Mar 25 includes taxes & fees 8.4/10 Very Good! (2,362 reviews) Nice !!!! Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F03%2F2026&endDate=25%2F03%2F2026&selected=21331&PinnedHotelID=21331&HadPinnedHotel=true®ionId=553248621532652531) ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Compass Hotel by Margaritaville Anna Maria Sound 12324 Manatee Avenue West Bradenton FL Fully refundableReserve now, pay when you stay CA $302 CA $380 total Apr 12 - Apr 13 includes taxes & fees 9.4/10 Exceptional! (2,014 reviews) The hotel was so clean, updated, the pool area and the restaurant are great. We really enjoyed the breakfast and the staff were so friendly. Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=41961327&PinnedHotelID=41961327&HadPinnedHotel=true®ionId=553248621532652531) [See all 17,618 properties in Legacy Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=553248621532652531) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia - 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[Nokomis Beach ](https://www.expedia.ca/Nokomis-Beach-Casey-Key.d6128289.Vacation-Attraction) - [North Jetty Beach ](https://www.expedia.ca/North-Jetty-Beach-Casey-Key.d553248621532652537.Vacation-Attraction) - [Oscar Scherer State Park ](https://www.expedia.ca/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction) - [Visit Osprey Village ](https://www.expedia.ca/Osprey-Village.dx553248635976482375) - [Sarasota BayWalk ](https://www.expedia.ca/Sarasota-BayWalk-Sarasota.d6295979.Vacation-Attraction) - [Visit Bee Ridge ](https://www.expedia.ca/Sarasota-Bee-Ridge.dx6293915) - [Sarasota Classic Car Museum ](https://www.expedia.ca/Sarasota-Classic-Car-Museum-North-Trail.d6068723.Vacation-Attraction) - [Sarasota Commons Shopping Center ](https://www.expedia.ca/Sarasota-Commons-Shopping-Center-Sarasota.d6296234.Vacation-Attraction) - [Visit Gulf Gate Estates ](https://www.expedia.ca/Sarasota-Gulf-Gate-Estates.dx553248623282278406) - [Sarasota Jungle Gardens ](https://www.expedia.ca/Sarasota-Jungle-Gardens-Indian-Beach-Sapphire-Shores.d6066009.Vacation-Attraction) - [Sarasota Opera House ](https://www.expedia.ca/Sarasota-Opera-House-Central-Sarasota.d6068729.Vacation-Attraction) - [Visit Palmer Ranch ](https://www.expedia.ca/Sarasota-Palmer-Ranch.dx553248635976481996) - [Visit Vamo ](https://www.expedia.ca/Sarasota-Vamo.dx553248623282278448) - [Sarasota Vacations ](https://www.expedia.ca/Sarasota.d602719.Destination-Travel-Guides) - [Siesta Key Beach ](https://www.expedia.ca/Siesta-Key-Beach-Siesta-Key.d6066003.Vacation-Attraction) - [Siesta Key Vacations ](https://www.expedia.ca/Siesta-Key.d6881.Destination-Travel-Guides) - [St. Armands Circle ](https://www.expedia.ca/St-Armands-Circle-Saint-Armands-Key.d6066013.Vacation-Attraction) - [St. Boniface Episcopal Church Labyrinth ](https://www.expedia.ca/St-Boniface-Episcopal-Church-Labyrinth-Siesta-Key.d6295832.Vacation-Attraction) - [Stoneybrook Golf & Country Club ](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction) - [Van Wezel Performing Arts Hall ](https://www.expedia.ca/Van-Wezel-Performing-Arts-Hall-Central-Sarasota.d6068711.Vacation-Attraction) - [Venice Beach ](https://www.expedia.ca/Venice-Beach-Golden-Beach.d6127832.Vacation-Attraction) - [Venice Vacations ](https://www.expedia.ca/Venice.d10285.Destination-Travel-Guides) - [Car rentals near Bee Ridge ](https://www.expedia.ca/Car-Rentals-In-Bee-Ridge.d6293915.Car-Rental-Guide) - [Car rental Osprey ](https://www.expedia.ca/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide) - [Enterprise Rental Cars in Bee Ridge ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Bee-Ridge.d6293915-c15.Car-Rental-Guide-Suppliers) - [Osprey Vacation Rentals ](https://www.expedia.ca/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals) \* Savings based on package bookings compared to the price of the same components booked separately. 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