Title: Legacy Trail Vacation Packages & Trips 2026 from CA $1,149 | 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
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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.

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kompose Boutique Hotel

CA $1,149

per person

May 13 - May 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.2/10 Wonderful! (5,207 reviews)

We enjoyed our 9 day stay! Rooms were clean, the staff was very friendly, attentive and helpful. The property is kept very well, beautiful outdoor pool, jacuzzi and the gym has great options for everyone. There was plenty parking, WiFi worked fast and the variety for breakfast was impressive and consistent every morning! We come to FL every year and wish we would have found this hotel years before but next year we will for sure book here again. Thanks for such a great long stay, it was perfect.

Reviewed on Apr 4, 2026

![Cedar Cove Resort and Cottages](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cedar Cove Resort and Cottages

CA $2,082

per person

May 13 - May 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

9.2/10 Wonderful! (494 reviews)

Loved our stay at the Cottages, intentional and attentive staff, quiet and semi secluded units on a busy island. Rooms were clean, fit the descriptions accurately and had everything we needed. The beach itself makes this the hidden gem. Walking up and down the rest of the beach we began to realize just how special our beach area was. Other beaches were crowded and small, but not Cedar Cove! One other note, our refrigerator was making a grinding noise, we notified management and within an hour they told us they would have a new one delivered and installed. Wow! Thanks and we will be back.

Reviewed on Apr 3, 2026

![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,564

per person

Jun 13 - Jun 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.6/10 Exceptional! (846 reviews)

Well taken care of and friendly staff. The pool area was cleaned regularly and the bar area was nice. My only complaint is that they do not have grills available.

Reviewed on Apr 4, 2026

![The Barrymore Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/10000/2100/2040/70d6d2bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Barrymore Hotel Tampa Riverwalk

Downtown Tampa

CA $1,294

per person

Jun 26 - Jul 3

found 24 hours ago

Roundtrip flight included

Hamilton (YHM) to Tampa (TPA)

8.6/10 Excellent! (2,526 reviews)

Property very well located

Reviewed on Apr 4, 2026

![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/2384a13f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Sarasota

Central Sarasota

CA $1,191

per person

May 13 - May 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9/10 Wonderful! (1,193 reviews)

The hotel was convenient for beaches.

Reviewed on Apr 3, 2026

## 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 $175

CA $215 total

Apr 7 - Apr 8

includes taxes & fees

9.2/10 Wonderful! (5,204 reviews)

We enjoyed our 9 day stay! Rooms were clean, the staff was very friendly, attentive and helpful. The property is kept very well, beautiful outdoor pool, jacuzzi and the gym has great options for everyone. There was plenty parking, WiFi worked fast and the variety for breakfast was impressive and ...

Reviewed on Apr 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true&regionId=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 $104

CA $117 total

May 3 - May 4

includes taxes & fees

8.4/10 Very Good! (2,387 reviews)

4th time staying here. This last time was great too other then the occasional smell of weed coming from the people above us…but with that said still a great value and close to lots of beaches and shopping. Bai Hut is Awesome…great bartenders

Reviewed on Apr 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F05%2F2026&endDate=04%2F05%2F2026&selected=21331&PinnedHotelID=21331&HadPinnedHotel=true&regionId=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 $248

CA $319 total

Apr 12 - Apr 13

includes taxes & fees

9.4/10 Exceptional! (2,050 reviews)

Where can I start? The room was clean and nice. But that’s as far as it goes. The food was terrible. The breakfast buffet was cold and they ran out of food and dishes. The more crowded it got, the more dirty it was. The television in my room didn’t work as well. I wanted to watch the basketball game ...

Reviewed on Apr 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=41961327&PinnedHotelID=41961327&HadPinnedHotel=true&regionId=553248621532652531)

[See all 17,678 properties in Legacy Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&regionId=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

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![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

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![](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)

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- [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. Savings not available on all packages.

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