Stock Island Vacation Packages

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Top Stock Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was CA $2,906, price is now CA $2,206 per person
CA $2,206
per person
Apr 25 - May 2
found 6 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
The poolside and the staff were very friendly.

Reviewed on Mar 23, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3 out of 5
Price was CA $4,303, price is now CA $3,213 per person
CA $3,213
per person
May 6 - May 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (2 reviews)
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
New Town
Price was CA $3,071, price is now CA $2,306 per person
CA $2,306
per person
Apr 25 - May 2
found 6 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
8.8/10 Excellent! (1,711 reviews)
We had an absolutely wonderful one-night stay at Havana Cabana Resort in Key West! From the moment we arrived, everything exceeded our expectations. The check-in process was smooth and welcoming, and Nick made it even better by offering us a complimentary breakfast, which was a lovely surprise. Our room was beautiful, spotless, and very comfortable—perfect for a relaxing stay. We were greeted with a refreshing welcome drink that truly set the tone for a tropical getaway. One of the highlights was the pool area—it’s stunning, with a great hot tub and plenty of space to unwind. We especially enjoyed having our complimentary breakfast poolside, which made for such a peaceful and enjoyable start to the day. A special thank you to Dina, the concierge, who helped us plan our day and recommended a visit to the Key West Butterfly Sanctuary—it turned out to be an unforgettable experience! Also, the resort’s free shuttle service to downtown was incredibly convenient, and Jackie, the shuttle driver, was so friendly and helpful. Overall, this resort offers exceptional service, beautiful accommodations, and thoughtful touches that make your stay truly special. We would absolutely stay here again and highly recommend it to anyone visiting Key West!

Reviewed on Mar 25, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $3,464, price is now CA $2,632 per person
CA $2,632
per person
Apr 25 - May 2
found 6 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
The staff was very friendly and helpful. Overall this was an "ok" stay. Convenient but expensive to park ($29/day😩). They booked us in what appeared to be a handicap room judging from the low bed, wide bathroom door, and roll-up to shower. We are not handicap. The shower leaked water consistently, and we weren't the first ones based on the rusty bathroom door frame. Our balcony view consisted of the generator, trash dump, and employee entrance (which was not great... But turned out to be pretty interesting... That's another story). The lighting in the room was not good enough to see the thermostat setting, but we easily improvised. The room was otherwise clean, comfortable, and mostly quiet. We'd stay again, but no vehicle, and would insist on a better balcony view.

Reviewed on Mar 16, 2026

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

2 out of 5
Price was CA $17,413, price is now CA $13,237 per person
CA $13,237
per person
May 6 - May 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
No reviews

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Stock Island Hotel Deals

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
The price is CA $486 per night from Apr 4 to Apr 5
CA $486
CA $633 total
Apr 4 - Apr 5
includes taxes & fees
9/10 Wonderful! (1,835 reviews)
The poolside and the staff were very friendly.

Reviewed on Mar 23, 2026

Oceans Edge Key West Resort, Hotel & Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $488 per night from Apr 26 to Apr 27
CA $488
CA $635 total
Apr 26 - Apr 27
includes taxes & fees
The Perry Hotel & Marina Key West
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy Key West FL
The price is CA $180 per night from Mar 29 to Mar 30
CA $180
CA $434 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (181 reviews)
Great stay better than we expected

Reviewed on Mar 1, 2026

Aqua Lodges at Hurricane Hole Marina
See all 3,151 properties in Stock Island
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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What to do in Stock Island

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $58
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $79
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

CA $75
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
See all activities in Stock Island

Frequently asked questions

Can I cancel my flight booking to Stock Island due to COVID-19?
Our convenient Customer Service Portal is where you can get information about changing or canceling your flight due to COVID-19. Before you reserve a seat, it's a good idea to read the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Stock Island that have flexible change policies?
When it comes to flying these days, flexibility is a must. That's why we've added a "No change fee" filter to help you find flexible, affordable fares to Stock Island. It's on the left of your screen just underneath the "Flexible change policies" heading.
What are some of the general tips for travelers to Stock Island during the COVID-19 outbreak?
The COVID-19 outbreak has affected how the world works in all kinds of ways, including how we can travel safely. These tips will help you navigate these new challenges and prepare you for your vacation in Stock Island:
  • Know what, if any, restrictions or rules apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so don't forget to check government advisories before booking.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to lower it briefly for identification purposes. Anyone refusing to wear a mask may be fined and denied boarding.
  • Do not hand your boarding pass (electronic or paper) directly to a TSA employee. Rather, you should position the pass on the reader and then hold it up so the agent can inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for screening.
  • Remove personal items from your pockets, such as your phone, keys and wallet, and put them in your carry-on rather than the bins. This will minimize handling during the screening process.
  • Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to Stock Island?
Lock in your seat with Delta and then start planning your Stock Island must-do list. This leading carrier has 191 flights each month to Key West Intl. Airport (EYW), a key gateway.
How can I find cheap tickets to Stock Island?
One of the easiest ways to score cheap tickets to Stock Island is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. It will reveal the cheapest prices for nearby days. The lowest price for a flight to Stock Island in the last seven days was . Booking ahead of time will usually help you get an even bigger bargain.
How much is a flight to Stock Island?
You could have nabbed a return ticket to Stock Island from anywhere between and in the last seven days. For one-way trips departing from (), the lowest amount paid during this time was .
What are the most popular airports to fly into in Stock Island?
Start arranging your Stock Island escape by booking a ticket on one of the 1119 flights a month to Key West Intl. Airport (EYW). This is the region's main entryway.
When is the cheapest time to fly to Stock Island?
If you'd prefer to spend your hard-earned vacation money getting to know Stock Island rather than on getting there, leave early in the week. The most economical day to travel is normally Tuesday, with Monday coming in second. With many folks traveling on weekends, Saturday often has the costliest ticket prices.
How much is a plane ticket to Stock Island?
In the last seven days, fares to Stock Island cost between and . The early bird catches the worm, so snap up a cheap flight today.
Which airlines with flights to Stock Island employ COVID-19 cleanliness policies?
To help lessen the contact between passengers and aircrew during the ongoing pandemic, airlines have taken physical distancing and other measures to the skies. They include:
  • 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.