Title: Legacy Trail Vacation Packages & Trips 2026 from CA $1,186 | 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.

![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 $1,186

per person

May 10 - May 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

9/10 Wonderful! (1,193 reviews)

Everything was great

Reviewed on Mar 23, 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 $1,408

per person

Jun 14 - Jun 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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

![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 $2,212

per person

May 10 - May 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Sarasota (SRQ)

9.2/10 Wonderful! (494 reviews)

Everything was perfect cant wait to go back

Reviewed on Feb 10, 2026

![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/8517839d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Tampa Riverwalk

Downtown Tampa

CA $1,348

per person

May 10 - May 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

7/10 Good! (1,831 reviews)

Floor was sandy. Don't recommend staying on first floor as the tile floor is noisy when carts go past the room.

Reviewed on Mar 24, 2026

![Delray House With Hot tub & Game Room](https://images.trvl-media.com/lodging/104000000/103840000/103835900/103835873/47ff9eca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delray House With Hot tub & Game Room

Palm River-Clair Mel

CA $1,573

per person

Jun 13 - Jun 20

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

2/10 (3 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! (5,176 reviews)

The room was clean, but unwelcoming. Bare concrete walls that looked like they’ve been used for target shooting. They charged $7 for a mediocre breakfast and $5 for parking. The front desk was barely civil.

Reviewed on Mar 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%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 $114

CA $129 total

Apr 19 - Apr 20

includes taxes & fees

8.4/10 Very Good! (2,377 reviews)

Very nice but the place is dated. Clean, only stayed one night due to other commitments.

Reviewed on Mar 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%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 $302

CA $380 total

Apr 12 - Apr 13

includes taxes & fees

9.4/10 Exceptional! (2,024 reviews)

Unfortunately it was too cool to go swimming while we were there. Wish we could have because it’s a really beautiful pool.

Reviewed on Mar 24, 2026

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

[See all 17,642 properties in Legacy Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%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

[](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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- [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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