Key Haven Vacation Packages

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Top Key Haven Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Price was CA $1,990, price is now CA $1,511 per person
CA $1,511
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,230 reviews)
Winslow’s Bungalows offers a delightful stay for guests. It is centrally located for exploring Key West. The staff were very helpful.

Reviewed on Apr 10, 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $4,530, price is now CA $2,862 per person
CA $2,862
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (542 reviews)
Great location! We were very impressed with Chris! He told us where to park and was very welcoming when we arrived. The loft room setup was perfect for us and the Bali Bar did not disappoint! We will be back!!

Reviewed on Apr 5, 2026

Duval s Duet on Duval by Brightwild

Duval s Duet on Duval by Brightwild

2 out of 5
Old Town Key West
Price was CA $13,392, price is now CA $10,102 per person
CA $10,102
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
No reviews
Sky Suites Retreat by Brightwild 2 Stunning Condos

Sky Suites Retreat by Brightwild 2 Stunning Condos

2 out of 5
Old Town Key West
Price was CA $12,862, price is now CA $9,710 per person
CA $9,710
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
No reviews
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Price was CA $2,357, price is now CA $1,782 per person
CA $1,782
per person
Jun 13 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.4/10 Very Good! (595 reviews)
We had a great time. The hotel is beautiful and in a great location. The beach and two pools are perfectly located. A easy walk to Duval st. The rooms are nice but not much storage or closet space for clothing. The showers could use some shelving for personal shower products. The food and drinks are outrageously expensive, so you may wa t to think about dinner and drinks elsewhere. Overall we really loved the place. The staff was amazing. We will come back next year.

Reviewed on Apr 11, 2026

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Key Haven Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from May 10 to May 11
CA $248
CA $357 total
May 10 - May 11
includes taxes & fees
8.2/10 Very Good! (2,087 reviews)
Clean room, 2 nice pools, everything has been remodeled. Definitely would stay there again.

Reviewed on Apr 12, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is CA $396 per night from May 6 to May 7
CA $396
CA $547 total
May 6 - May 7
includes taxes & fees
8.8/10 Excellent! (3,212 reviews)
Beautiful balcony view

Reviewed on Apr 13, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $349 per night from May 12 to May 13
CA $349
CA $480 total
May 12 - May 13
includes taxes & fees
8.8/10 Excellent! (1,813 reviews)
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...

Reviewed on Apr 8, 2026

Margaritaville Beach House Key West
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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.
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Frequently asked questions

Can I cancel my flight booking to Key Haven due to COVID-19?
Our helpful Customer Service Portal is your one-stop shop for most travel queries, including about flight cancellations and changes due to COVID-19. For extra peace of mind, we suggest looking over the terms and conditions of your chosen airline before reserving your tickets.
What's the best way to find cheap flights to Key Haven that have flexible change policies?
Search for affordable airfares to Key Haven, then mark the "No change fee" box directly underneath the "Flexible change policies" subheading. It really is that simple. We get that plans can change and flexibility matters, so you can book with confidence with Expedia.
What are some of the general tips for travelers to Key Haven during the COVID-19 outbreak?
If it's your first time traveling during the COVID-19 outbreak, you'll notice a few more rules and restrictions in place. Take note of these tips and make your journey to Key Haven a smooth one:
  • Investigate if any travel restrictions apply to your origin and destination before booking. Also check if there are any conditions you'll need to follow on arrival, such as testing and quarantining.
  • Keep your face mask on during airport screening. A TSA officer will ask you to lower your mask temporarily for identification purposes.
  • To reduce the potential of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be taken out for X-ray scanning.
  • To minimize handling during screening, place personal items such as your loose change and phone into your carry-on rather than into the bins.
  • Separate any food you're carrying for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Key Haven?
Delta is a well-known airline servicing Key Haven. Lock in an airfare to Key West Intl. Airport (EYW) and you'll have 191 Delta flights every month to pick from.
How can I find cheap tickets to Key Haven?
Start searching as early as possible, consider nearby airports, use frequent flyer miles — there's no shortage of ways! One more is to make the most of Expedia's "flexible dates" function. Find your Key Haven flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Key Haven was .
How much is a flight to Key Haven?
One-way flights departing from () sold for as low as in the last seven days. During this time, the cost of a return airfare to Key Haven varied between and . If you find a deal, grab it fast — these fares don't hang around.
What are the most popular airports to fly into in Key Haven?
Key West Intl. Airport (EYW) is the main entrance point for many hoping to visit Key Haven. Roughly 1119 flights each month land at this airport.
When is the cheapest time to fly to Key Haven?
Take off for Key Haven earlier in the week and you'll usually be rewarded with lower fares. Tuesday is generally the cheapest day to hop on a plane, closely followed by Monday. If you'd like to avoid the priciest flights, give Saturdays a wide berth.
How much is a plane ticket to Key Haven?
In the last seven days, tickets to Key Haven ranged from to .
Which airlines with flights to Key Haven employ COVID-19 cleanliness policies?
While traveling during a pandemic can be nerve-wracking, airlines are doing all they can to protect the well-being of all on board. These are a few carriers that have implemented changes:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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