Title: Longboat Key Vacation Packages & Trips 2026 from CA $631 | Expedia.ca

[Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)

![](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Longboat Key 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

#### Your Longboat Key Vacation

With a reputation for its laid-back lifestyle and spectacular views, Longboat Key is an ideal getaway destination. Lock in one of our Longboat Key vacation packages and experience all that this fascinating city has to offer. [IMG Academy](https://www.expedia.ca/IMG-Academy-Bradenton.d6296268.Vacation-Attraction), [Coquina Beach](https://www.expedia.ca/Coquina-Beach-Bradenton-Beach.d6296222.Vacation-Attraction) and [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) are just a few of the attractions worth checking out during your trip to Longboat Key. Expedia will help you escape your daily routine. Tailor your vacation to Longboat Key to suit your travel style, whatever that may be.

## Top Longboat Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Sleeps 6 Hot Tub Fenced Yard Cozy Chic](https://images.trvl-media.com/lodging/93000000/92340000/92332700/92332674/2a7c2ed0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Town 'n' Country

CA $631

per person

Feb 24 - Feb 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

2/10 (4 reviews)

![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 $720

per person

Feb 15 - Feb 19

found 16 hours ago

Roundtrip flight included

Montreal (YUL) to Tampa (TPA)

No reviews

![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

CA $2,717

per person

Jan 10 - Jan 17

found 17 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Sarasota (SRQ)

9.6/10 Exceptional! (294 reviews)

Great spacious room with updated amenities as well as a great white beach and amazing staff!

Reviewed on Dec 7, 2025

![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mar Bay Motel &Suites

CA $832

per person

Feb 11 - Feb 16

found 23 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

room was very good clean and comfortable

Reviewed on Dec 7, 2025

![The Hiatus Clearwater Beach, Curio Collection By Hilton](https://images.trvl-media.com/lodging/101000000/100200000/100194200/100194162/5430f66f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Hiatus Clearwater Beach, Curio Collection By Hilton

CA $1,261

per person

Jan 10 - Jan 17

found 11 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Tampa (TPA)

9.2/10 Wonderful! (186 reviews)

Awesome place, great staff

Reviewed on Nov 25, 2025

## Ready to book your vacation to Longboat Key?

Choose your dates

## Longboat Key Hotel Deals

![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL

CA $1,023

CA $1,258 total

Dec 14 - Dec 15

includes taxes & fees

9.6/10 Exceptional! (59 reviews)

Everything was new, clean and the service was amazing! The best part is how many activities there are for kids. This is perfect for families to enjoy and relax! We'll be back very soon!

Reviewed on Dec 4, 2025

[](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=5487&PinnedHotelID=5487&HadPinnedHotel=true&regionId=8409)

![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Zota Beach Resort

4711 Gulf of Mexico Dr Longboat Key FL

Fully refundableReserve now, pay when you stay

CA $316

CA $419 total

Jan 5 - Jan 6, 2026

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Esta hermoso y muy buena la atención y la comida y tiene una playa hermosa donde puedes ver un bello atardecer

Reviewed on Dec 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=15703469&PinnedHotelID=15703469&HadPinnedHotel=true&regionId=8409)

![The Resort at Longboat Key Club](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Resort at Longboat Key Club

220 Sands Point Road Longboat Key FL

Fully refundableReserve now, pay when you stay

CA $619

CA $762 total

Dec 15 - Dec 16

includes taxes & fees

8.8/10 Excellent! (686 reviews)

All good!!

Reviewed on Nov 18, 2025

[](https://expedia.ca/Hotel-Search?startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&selected=27542&PinnedHotelID=27542&HadPinnedHotel=true&regionId=8409)

[See all 895 properties in Longboat Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025&regionId=8409)

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)

### What to do in Longboat Key

![Anna Maria Island and Bradenton Beach: Parasailing Tour](https://mediaim.expedia.com/localexpert/48232968/8cab5e42-6a9e-455e-b915-5a5b1953dd72.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anna Maria Island & Bradenton Beach Parasailing Tour

CA $140

per adult

[](https://expedia.ca/things-to-do/anna-maria-island-bradenton-beach-parasailing-tour.a48232968.activity-details)

![Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour](https://mediaim.expedia.com/localexpert/47815915/af51b4cf-b88e-466d-8084-4306da8e3248.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

CA $85

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/anna-maria-island-and-bradenton-sunset-kayak-dolphin-tour.a47815915.activity-details)

![Signature Service at the Spa- Refreshment Bar, Access to Serenity Lounge ](https://mediaim.expedia.com/localexpert/2929003/9f8409ef-a4e9-4cb3-88cb-98579c54e391.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Signature Service at the Spa- Refreshment Bar, Access to Serenity Lounge

CA $140

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/signature-service-at-the-spa-refreshment-bar.a2929003.activity-details)

[See all activities in Longboat Key](https://expedia.ca/things-to-do/search?rid=8409)

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- [Coquina Baywalk ](https://www.expedia.ca/Coquina-Baywalk-Bradenton-Beach.d6295818.Vacation-Attraction)
- [Cortez Beach ](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction)
- [Ed Smith Stadium ](https://www.expedia.ca/Ed-Smith-Stadium-Sarasota.d6296265.Vacation-Attraction)
- [Historic Bridge Street Pier ](https://www.expedia.ca/Historic-Bridge-Street-Pier-Bradenton-Beach.d6295814.Vacation-Attraction)
- [Holmes Beach Vacations ](https://www.expedia.ca/Holmes-Beach.d55128.Destination-Travel-Guides)
- [Img Academy ](https://www.expedia.ca/IMG-Academy-Bradenton.d6296268.Vacation-Attraction)
- [Img Bollettieri Tennis Academy ](https://www.expedia.ca/IMG-Bollettieri-Tennis-Academy-Bradenton.d6128286.Vacation-Attraction)
- [John and Mable Ringling Museum of Art ](https://www.expedia.ca/John-And-Mable-Ringling-Museum-Of-Art-Indian-Beach-Sapphire-Shores.d553248621533115781.Vacation-Attraction)
- [Lido Beach ](https://www.expedia.ca/Lido-Beach-Sarasota.d6145141.Vacation-Attraction)
- [Lido Key Vacations ](https://www.expedia.ca/Lido-Key.d6138897.Destination-Travel-Guides)
- [Visit Longbeach Village ](https://www.expedia.ca/Longboat-Key-Longbeach-Village.dx553248635976481697)
- [Marie Selby Botanical Gardens ](https://www.expedia.ca/Marie-Selby-Botanical-Gardens-Central-Sarasota.d6066007.Vacation-Attraction)
- [Mote Marine Laboratory & Aquarium ](https://www.expedia.ca/Mote-Marine-Laboratory-Aquarium-Sarasota.d6068719.Vacation-Attraction)
- [Powel Crosley Estate ](https://www.expedia.ca/Powel-Crosley-Estate-Sarasota.d6295834.Vacation-Attraction)
- [Red Barn Flea Market Plaza ](https://www.expedia.ca/Red-Barn-Flea-Market-Plaza-West-Samoset.d6180446.Vacation-Attraction)
- [Sarasota BayWalk ](https://www.expedia.ca/Sarasota-BayWalk-Sarasota.d6295979.Vacation-Attraction)
- [Sarasota Classic Car Museum ](https://www.expedia.ca/Sarasota-Classic-Car-Museum-North-Trail.d6068723.Vacation-Attraction)
- [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)
- [Sarasota Vacations ](https://www.expedia.ca/Sarasota.d602719.Destination-Travel-Guides)
- [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)
- [The Bishop Museum of Science and Nature ](https://www.expedia.ca/The-Bishop-Museum-Of-Science-And-Nature-Bradenton.d6089885.Vacation-Attraction)
- [Van Wezel Performing Arts Hall ](https://www.expedia.ca/Van-Wezel-Performing-Arts-Hall-Central-Sarasota.d6068711.Vacation-Attraction)

- [Car rentals near Bayshore Gardens ](https://www.expedia.ca/Car-Rentals-In-Bayshore-Gardens.d553248623282278434.Car-Rental-Guide)

- [Cortez Vacation Rentals ](https://www.expedia.ca/Cortez-Vacation-Rentals.d553248623461959293.Travel-Guide-VacationRentals)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.