Title: Romantic Vacations in Legacy Trail 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Legacy Trail Romantic Vacations ## 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 ## Flight and Romantic hotel deals in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $980 per person Mar 25 - Mar 30 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Sarasota (SRQ) 7/10 Good! (1,744 reviews) Shower was clogged, television WiFi signal kept going out… ehhh, not worth the money, kind of old too. Reviewed on Jan 21, 2026 ![Saddlebrook Resort](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/3a68ae49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saddlebrook Resort Wesley Chapel South CA $1,143 per person Mar 13 - Mar 20 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) No reviews Communication was lacking. The cart drivers/bell men were very friendly and helpful. Reviewed on Jan 19, 2026 ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Sarasota Central Sarasota CA $2,242 per person Mar 27 - Apr 3 found 18 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9/10 Wonderful! (1,131 reviews) Clean and bed was firm Reviewed on Jan 18, 2026 ![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Legacy Hotel at IMG Academy CA $1,433 per person Apr 11 - Apr 18 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Sarasota (SRQ) 9/10 Wonderful! (913 reviews) Very convenient to athletic fields Reviewed on Jan 12, 2026 ![Landing Bradenton Near G.T. Bray Park](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975872/47cd8942_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Bradenton Near G.T. Bray Park CA $1,732 per person Mar 23 - Mar 30 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) No reviews Place was lovely Exceeded expectations Reviewed on Dec 22, 2025 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Little Harbor Resort at Bahia Beach](https://images.trvl-media.com/lodging/102000000/101340000/101338600/101338517/30bd9418_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Little Harbor Resort at Bahia Beach CA $1,563 per person Mar 3 - Mar 8 found 10 hours ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (23 reviews) Property was exactly as described. Definitely will visit again. Reviewed on Oct 17, 2025 ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Sarasota Central Sarasota CA $4,614 per person Mar 27 - Apr 3 found 18 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Excellent staff. Wonderful details. Love the shuttle to the amazing private beach club Reviewed on Jan 11, 2026 ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The St. Regis Longboat Key Resort CA $5,958 per person Mar 30 - Apr 4 found 16 hours ago Roundtrip flight included Toronto (YYZ) to Sarasota (SRQ) 9.8/10 Exceptional! (56 reviews) Best of the best ! it was incredible! i want to go back again🙌♥️ Reviewed on Jan 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $979 per person Mar 5 - Mar 8 found 1 day ago Roundtrip flight included Detroit (DTW) to Sarasota (SRQ) 7/10 Good! (1,744 reviews) Shower was clogged, television WiFi signal kept going out… ehhh, not worth the money, kind of old too. Reviewed on Jan 21, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $1,712 per person Apr 16 - Apr 19 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Location , staff and suite all are very good! Reviewed on Jan 18, 2026 ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $1,182 per person Apr 16 - Apr 19 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) Suite was nice and spotless. 2nd bedroom didn’t have a window and living area could use more seating. Kitchen was great. Staff didn’t seem to be fans of guests that use Expedia. Property was well kept and nice for an area that is still recovering from the 2024 hurricanes. They give you a ton of rules after booking and at check-in which comes off a bit annoying but I get it…especially being on the beach. Reviewed on Jan 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/bea713d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### FUSION Resort Waterfront Suites CA $1,227 per person Apr 13 - Apr 17 found 13 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Tampa (TPA) 9.2/10 Wonderful! (1,097 reviews) The room was spotless and staff was so friendly and polite! Reviewed on Jan 9, 2026 ![Plaza Beach Hotel Beachfront Resort](https://images.trvl-media.com/lodging/1000000/900000/894000/893981/196da8d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Plaza Beach Hotel Beachfront Resort CA $1,643 per person Mar 15 - Mar 19 found 10 hours ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9/10 Wonderful! (1,000 reviews) Clean and comfortable. Amenities were spot on.Views and beach absolutely beautiful! This will be our go to from now on. Staff was fabulous. Reviewed on Jan 20, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $2,044 per person Mar 2 - Mar 6 found 1 day ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Location , staff and suite all are very good! Reviewed on Jan 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-21/2026-02-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan unforgettable romantic Legacy Trail vacations #### What are some of the benefits of booking a romantic Legacy Trail vacation? When booking a romantic Legacy Trail vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Florida. #### How can I find the best vacation packages for couples? If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Legacy Trail destination, and you'll be met with an array of options for you and your partner to enjoy. #### Can I find cheap romantic vacations for 2 in Legacy Trail? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $979 and can enjoy savings of up to 38 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. #### What do I need to consider when booking a romantic getaway in Legacy Trail? Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Legacy Trail certainly come in handy here. #### What amenities should I look for in a luxury romantic vacation? If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Legacy Trail. #### Can I book a romantic Legacy Trail vacation with a hot tub? Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them. #### How can I find romantic vacation getaways that are all-inclusive? An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Legacy Trail search. #### Can I book a romantic trip to Legacy Trail that is fully refundable? Several romantic Legacy Trail vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements. #### Why should I book a romantic vacation with Expedia? Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage. ## More vacations you might like ![](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) ### Top Romantic Vacation Destinations > - [Romantic vacations in Toronto ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178314/Toronto) > - [Romantic vacations in Nova Scotia ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11173/Nova-Scotia) > - [Romantic vacations in Montreal ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178288/Montreal) > - [Romantic vacations in Vancouver ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178315/Vancouver) > - [Romantic vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180017/Quebec) > - [Romantic vacations in the Niagara Falls ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/602721/Niagara-Falls) > - [Romantic vacations in Alberta ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11111/Alberta) > - [Romantic vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/1418/Victoria) > - [Romantic vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/8028/Jasper) > - [Romantic vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4332/Banff) > - [Romantic vacations in Ottawa ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178296/Ottawa) > - [Romantic vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/55374/Mont-Tremblant) > - [Romantic vacations in Kingston ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180034/Kingston) > - [Romantic vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4115/Whistler) > - [Romantic vacations in Winnipeg ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6141041/Winnipeg) > - [Romantic vacations in Muskoka ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6343146/Muskoka-District) > - [Romantic vacations in Collingwood ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11938/Collingwood) > - [Romantic vacations in Calgary ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178245/Calgary) > - [Romantic vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/31/Canada) ## More Vacations Ideas [Flights to Legacy Trail ](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[ Legacy Trail Hotels ](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[ Legacy Trail Vacation Rentals ](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[ Legacy Trail Car Rentals ](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[ Legacy Trail Vacations ](https://expedia.ca/Legacy-Trail.d553248621532652531.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app