Title: Legacy Trail Vacation Packages & Trips 2026 from CA $960 | 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.

![voco Sarasota by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/6f2696b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### voco Sarasota by IHG

Central Sarasota

CA $960

per person

Jun 6 - Jun 11

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

9/10 Wonderful! (1,004 reviews)

The property is centrally located for a visit to Sarasota. We had the junior suite which was spacious and comfortable. The pool and fitness center are very nice. The facility is definitely outdated and nothing “special”, although they try to dress it up with colorful decor. The maid service was subpar, they never came on day one and didn’t come until late afternoon day 2\. Neither day did we receive new towels. Remaining staff were all very friendly. It wasn’t a bad stay, but we will likely try a different hotel next time simply because we know there are better in the area.

Reviewed on Mar 13, 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 $1,554

per person

May 23 - May 30

just found

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (838 reviews)

I loved having everything ready to use. I do love the proximity of the beach. We have small children so the pool was great as well not too cold at all. The view was gorgeous!!! Lots of really nice people and patient people at the resort.

Reviewed on Mar 14, 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 $3,477

per person

Apr 26 - May 3

found 1 hour ago

Roundtrip non-stop 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

![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 $2,323

per person

Apr 26 - May 3

found 1 hour ago

Roundtrip non-stop flight included

Detroit (DTW) to Sarasota (SRQ)

9.2/10 Wonderful! (494 reviews)

Everything was perfect cant wait to go back

Reviewed on Feb 10, 2026

![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/3763f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

CA $999

per person

Jun 6 - Jun 11

found 17 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

8.2/10 Very Good! (532 reviews)

Staff were really friendly from front desk to bartenders to valet. Food was excellent and pool was nice with a fun vibe. Parts of hotel are dated and parts are newly renovated. It’s in a great location. I would return.

Reviewed on Mar 9, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248621532652531)

## 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 $162

CA $199 total

Apr 5 - Apr 6

includes taxes & fees

9.2/10 Wonderful! (5,122 reviews)

Much better than I expected. I read the reviews and saw the pictures and I was expecting it to be pretty much average as a hotel can be. It was very unique with its own vibe. My only complaint would be the water closet design. Toilet and shower are separated by a wall, but share a single sliding ...

Reviewed on Mar 15, 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 $118

CA $133 total

Apr 12 - Apr 13

includes taxes & fees

8.4/10 Very Good! (2,348 reviews)

It was a very enjoyable stay. Great place, we'll be back next year.

Reviewed on Mar 15, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%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! (1,998 reviews)

The pool was crystal clear Perfectly maintained

Reviewed on Mar 15, 2026

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

[See all 17,544 properties in Legacy Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F03%2F2026&endDate=17%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)

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- [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. Savings not available on all packages.

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