Bay Point Vacations from $667

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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.

The Latest Bay Point vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,064, price is now $667 per person
$667
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,016 reviews)
This property was accommodating, staff friendly, courteous, clean, and concierge was extremely helpful. Will visit again soon.

Reviewed on Sep 26, 2025

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,420, price is now $788 per person
$788
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Excellent hotel in every way, the gardens, the room, the breakfast, the location, we will definitely return.

Reviewed on Sep 25, 2025

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,323, price is now $747 per person
$747
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (791 reviews)
Second mother / daughter trip to Key West - first time staying at Lighthouse Hotel. We loved it! The hotel is charming and the location is perfect. The staff was super friendly and answered all of our questions. Pool area and bar is great and we enjoyed a nice breakfast every morning before venturing out for the day. We rented bikes to get around and this location was ideal - easy ride to everywhere we wanted to go. We had a great stay and will definitely book this hotel again!

Reviewed on Sep 22, 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $1,231, price is now $806 per person
$806
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (819 reviews)
Everything was amazing. we arrived early and in a rain storm my two kids and I were soaked head to toe and the water even entered our luggage. they let us check in early got us en upgrade to. amazing staff and perfect spot close to all in Key West

Reviewed on Sep 25, 2025

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,257, price is now $850 per person
$850
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,025 reviews)
The condo was beautiful and had everything that we needed as well as a beautiful view of the sunset! Loved it and will be back again!!

Reviewed on Sep 25, 2025

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Bay Point Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night from Oct 13 to Oct 14
$264 total
Oct 13 - Oct 14
Total with taxes and fees
8.6/10 Excellent! (1,789 reviews)
"GOL"

Reviewed on Sep 20, 2025

Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $233 total per night from Oct 28 to Oct 29
$233 total
Oct 28 - Oct 29
Total with taxes and fees
8.8/10 Excellent! (1,730 reviews)
"great property, transportation to key west great, missing an additional dining option. Everything else was fantastic"

Reviewed on Sep 21, 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
$229 nightly
The price is $258 total per night from Oct 29 to Oct 30
$258 total
Oct 29 - Oct 30
Total with taxes and fees
8.6/10 Excellent! (2,771 reviews)
"Good location"

Reviewed on Sep 23, 2025

Southernmost Beach Resort and Guesthouses
See all 3,518 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 excellent value package deals from $667 on Expedia, you'll be thrilled with how little a vacation to Bay Point costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bay Point?
You're likely to find lower rates and better availability in August, September and October. Explore our cheap Bay Point vacation packages and you could get some great off-season deals.
How many days is enough for Bay Point?
Usually, a handful of days is enough to tick off the top sights during your Bay Point vacation. However, if you prefer to have time to kick back or go on day trips, consider extending your trip.
How to find the best Bay Point package deals?
Use Expedia's filter tool to find some great Bay Point package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Bay Point package deals in the off-season. Switch up your travel dates and you may score 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?
You can enjoy significant savings on your next Bay Point break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Bay Point?
If you're planning a spur-of-the-moment Bay Point trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Bay Point vacation packages?
If you're like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Bay Point vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.