Title: Longboat Key Vacation Packages & Trips 2026 from CA $514 | 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 $514

per person

Mar 17 - Mar 20

found 21 hours ago

Roundtrip flight included

Detroit (DTW) 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 $691

per person

Mar 14 - Mar 20

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

No reviews

![Family Home Tampa](https://images.trvl-media.com/lodging/97000000/96110000/96100500/96100420/5ccd5706_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Family Home Tampa

Forest Hills

CA $978

per person

Feb 8 - Feb 14

found 19 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Sarasota (SRQ)

7.6/10 Good! (4 reviews)

![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 $546

per person

Feb 28 - Mar 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

Excellent customer service

Reviewed on Dec 14, 2025

![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 $1,266

per person

Mar 14 - Mar 20

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

7/10 Good! (1,744 reviews)

The room was fine. However, the restaurant and bar were closed upon arrival. I absolutely understand it was Christmas Eve. However, when I asked the front desk where I could go to possibly get something to eat and a glass of wine they had no answer. They said they really didn’t know. If you’re gonna close your facilities, you should have other options on hand for your guest. This hotel also charges $25 per day for incidentals. You can redeem food items at the bar or restaurant up to this $25\. The next morning when the restaurant was open, I asked at the front desk if they had any to go items that I could take for my breakfast. That way I could at least have something for the $25 they were gonna charge me. Again, they had no idea. I ended up going to the hotel next-door the night before for my dinner. I’ll probably choose that hotel for my next day.

Reviewed on Dec 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 $1,489

CA $1,783 total

Jan 4 - Jan 5, 2026

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=04%2F01%2F2026&endDate=05%2F01%2F2026&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 $313

CA $416 total

Jan 5 - Jan 6, 2026

includes taxes & fees

8.8/10 Excellent! (1,000 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 $628

CA $771 total

Jan 4 - Jan 5, 2026

includes taxes & fees

8.8/10 Excellent! (688 reviews)

Everything Perfect!

Reviewed on Dec 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=27542&PinnedHotelID=27542&HadPinnedHotel=true&regionId=8409)

[See all 901 properties in Longboat Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F12%2F2025&endDate=29%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

![Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour](https://mediaim.expedia.com/localexpert/46991341/57500583-d43c-41b1-9021-0f51e8d1d09b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

CA $81

per adult

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/siesta-key.a46991341.activity-details)

![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 $137

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 $83

per adult

**90%** of travellers recommend

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

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

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- [Ed Smith Stadium ](https://www.expedia.ca/Ed-Smith-Stadium-Sarasota.d6296265.Vacation-Attraction)
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- [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)
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- [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)

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