Bay Point Vacation Packages

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Your Bay Point Vacation

Say farewell to the worries of planning and hello to a Bay Point vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Lower Sugarloaf Key, which is great for families, views and nature. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are just a few of the many sights you'll want to check out during your trip to Bay Point. Whatever your travel plans or the size of your budget, organizing a tailored Bay Point vacation is a breeze with Expedia.

Top Holiday Package Deals in Bay Point

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 $1,296, price is now CA $869 per person
CA $869
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,250 reviews)
Wonderful hotel and loved the atmosphere, hospitality and ability to walk everywhere. Would definitely stay here again!

Reviewed on Apr 26, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was CA $1,289, price is now CA $912 per person
CA $912
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,216 reviews)
Very nice hotel but a bit overpriced for the rooms. The rooms are very small

Reviewed on Apr 27, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $2,865, price is now CA $2,077 per person
CA $2,077
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (550 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on Apr 21, 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Price was CA $2,789, price is now CA $2,027 per person
CA $2,027
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (357 reviews)
No breackfast Only ameanity was the pool and I was charge 100 dollars extra after checked in

Reviewed on Apr 26, 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $2,956, price is now CA $2,262 per person
CA $2,262
per person
Jun 23 - Jun 28
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!

Reviewed on Apr 26, 2026

Where to stay in Bay Point

Find the best Bay Point areas and neighborhoods for the activities you enjoy most. Learn more about Bay Point
Old Town Key West

Old Town Key West

3 out of top 10 points of interest in this area
3.5/5(8 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Find hotels in Old Town Key West

Bay Point 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 $232 per night from May 11 to May 12
CA $232
CA $337 total
May 11 - May 12
includes taxes & fees
8.4/10 Very Good! (2,150 reviews)
Definitely it wasn’t happy that we paid $100 for an upgraded room with a view that had absolutely no view, but instead was facing a pillar

Reviewed on Apr 28, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from May 11 to May 12
CA $230
CA $389 total
May 11 - May 12
includes taxes & fees
8.6/10 Excellent! (2,183 reviews)
The room size was great, full kitchen and 1.5 baths. Needs updating though...damaged tiles, squeaky doors and dishwasher door. Very difficult to reach the front desk by phone but staff was friendly when they answered. Restaurant service and food was great! I asked for a room with a nice view, it ...

Reviewed on Apr 27, 2026

Beachside Resort & Residences
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 $307 per night from May 20 to May 21
CA $307
CA $431 total
May 20 - May 21
includes taxes & fees
8.8/10 Excellent! (1,810 reviews)
Most of the staff were friendly and helpful. Facilities very clean. Great shuttle to town and airport!

Reviewed on Apr 28, 2026

Margaritaville Beach House Key West
See all 3,436 properties in Bay Point
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

How much does a Bay Point vacation package cost?
Offering great value package deals from CA $869 on Expedia, you'll be surprised at how little a vacation to Bay Point costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bay Point?
To score cheap Bay Point vacation packages, plan your getaway outside of busy periods like public holidays and major festivals. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Bay Point?
We'd suggest booking a Bay Point vacation for around 2 days. This will allow you plenty of time to tick off top attractions including Upper Sugarloaf Key and Upper Sugarloaf Sound, and also check out neighbourhoods like Lower Sugarloaf Key and Sugarloaf Shores. You could even make time for one or two day trips from Bay Point.
How to find the best Bay Point package deals?
Use Expedia's filter tool to find some fabulous Bay Point package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Bay Point package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Bay Point vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can customize your Bay Point escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Bay Point?
Score incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Bay Point escape.
How to plan a trip to Bay Point?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Bay Point.
  2. Budget wisely: On top of the cost of your hotel, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may arise during your trip to Bay Point.
  3. Work out your trip length: Consider how much time you want to spend discovering Bay Point. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Bay Point vacation package that brings all your bookings together.

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