Bay Point Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.
The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
CA $2,693
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (564 reviews)
Property was everything as described, clean, in the heart of the excitement that is Key West Pool was refreshing and close to tiki bar and local entertainment. The room was spacious, clean and comfy beds. There were issues and there was really no staff to address. Most impactive was the fire alarm. First started going off rang for a min or two, then reset. Happened a dozen times, each causing us to avoid sleep, leave room to make sure nothing was wrong. It wasn't. Then around 10 PM it went off and would not stop. Tried to call office, but nobody there after 6pm. Freaking insane, no emergency contact, maintenance number, nothing. We sent email in hopes it w May have been monitored... nope. Been 2 days and heard nothing back at all. Found the bartender at on site tici bar and though he abd is barback wete busy they found a ladder, called someone who told them to remove the devise. Eureka after almost 3 hours problem solved. Safety device removed and left peace and quite, perhaps fo fire warning, buy fine Also internet and this TV / entertainment no work. No maintenance, no visible router to reboot, be gave up and ended the insanity Maintenance guy was at the door early morning to properly troubleshoot or replace fire annunciator We only were booked for a night so when we checked out in morning front desk girl simply apologized and was actually sort of blowing us off as she was leaving the desk empty the service a near $600 o/n should offer

Reviewed on Oct 6, 2026

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Old Town Key West
Save 100% on your flight
CA $7,052
per person
Jan 10 - Jan 17
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy

Reviewed on Oct 17, 2025

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
Save 100% on your flight
CA $5,395
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.6/10 Excellent! (3,636 reviews)
Amelia Home by Avantstay In Historic Old Town w/ Pool

Amelia Home by Avantstay In Historic Old Town w/ Pool

Old Town Key West
Save 100% on your flight
CA $6,497
per person
Jan 11 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
10/10 Exceptional! (3 reviews)
Loved it

Reviewed on Mar 20, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
Save 100% on your flight
CA $5,175
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
staff was super friendly and accomodating

Reviewed on Oct 22, 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
A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

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.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Bay Point Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL
CA $291
CA $416 total
Oct 29 - Oct 30
includes taxes & fees
8.8/10 Excellent! (1,808 reviews)
"Great property."

Reviewed on Oct 24, 2026

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $227
CA $344 total
Nov 15 - Nov 16
includes taxes & fees
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
CA $163
CA $262 total
Oct 28 - Oct 29
includes taxes & fees
Blue Flamingo Resort Key West
See all 3,466 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.

Frequently asked questions

How much does a Bay Point vacation package cost?
Offering great value package deals from CA $2,693 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.