Galleon Investments
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Galleon Investments
Nestled in the heart of Old Town Key West, The Galleon Resort & Marina has been the vacation choice of countless families and couples for over 30 years! While the customer service and spacious Key West accommodations keep guests coming back, it's the endless amenities and inviting views from our waterfront resort that make it so hard to leave.

Overlooking the Gulf of Mexico in historic Old Town, The Galleon Resort & Marina puts you in an ideal location for enjoying the many charms of Key West. The resort's 90-slip marina accommodates boats up to 150 feet and hosts a variety of water activities. After you've had your fill of fun on the water, stretch out on our private beach or outdoor pool.
Services
The Galleon offers a wide range of units including penthouses, 1 and 2 bedroom condominium style units, and studios. All of our units are furnished with tropical decor that captures the Key West atmosphere and provides award-winning comfort. Our penthouses have the best views that Key West has to offer.
The Galleon offers the best of amenities in a beautiful and tropical atmosphere. Relax by our pool, or take a dip in the Gulf of Mexico at our private beach. Enjoy an amazing Key West sunset while sipping on a tropical drink from our Tiki Bar that overlooks the harbor. Fury is located onsite at the Galleon Marina and offers 90-minute guided tours that explore the beautiful backcountry of the Florida Keys.
Come enjoy the fabulous Sunset Tiki Bar, where the boardwalk ends and the sunsets begin. Savor our tropical cocktails, be entertained with live music, and bask in the best view of sunset in Key West. The poolside Sunset Tiki Bar is open 10:00 am to 10:00 pm Monday through Saturday and 12:00 noon to 10:00 pm on Sunday.
The Galleon Resort offers many options for rooms in order to fit your vacation needs and budget. Below you will find details about our rates and policies. Please contact the Reservations Department at 1-800-544-3030 for details, questions or for reservations. The Galleon Resort offers several different lodging plans; suites can accommodate from 2-8 persons.
At the Galleon Resort we realize a high quality of life is important - ownership with us ensures unsurpassed vacations year after year. Whether meeting old friends you see every year, grabbing the whole family for a great vacation together, or a fantastic week or two away by yourselves - a vacation at the Galleon is sure to be the highlight of your year!
Reviews (18)
Jerry Rivas
Jerry Rivas
Oct 30, 2021
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Room is located near the street and the parking lot. Lots of noise from both sides making it nearly impossible to get any sleep. Room was nice.
MaryK K.
MaryK K.
Jan 24, 2021
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This resort has everything - location, comfort, service, view, pool, little beach, cool outside restaurant , marina ...
Danielle S.
Danielle S.
Oct 27, 2020
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I was not really impressed with this place. I looked on Redweek.com and everyone was raving about this place and now I don't know why. To begin with, the staff are not really friendly. Good luck finding parking, especially when one of the members is following you around telling you that you can't park basically everywhere you turn. The room itself is alright. I was really excited about the jacuzzi tub until the water coming out was not hot. The beds were really noisy which was annoying. Then, we go to check out the private "beach" and I kid you not, it looks like a sandbox.
Angie S.
Angie S.
Sep 11, 2020
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Been staying here for years, usually twice a year. We are owners of one week here as it is a timeshare resort. We purchased in around 8 years ago. Best value if you vacation in Key West yearly. Every room has a view, the building sits right on the ocean. Spacious
Units for at least 2 couples. Pool is great and there is tiny beach access. Close to everything on Duval.
Arri W.
Arri W.
Jan 19, 2019
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On January 19th 2019 around midnight police responded to a call at The Galleon in Key West Florida regarding illegal discrimination against a service animal and her owner. As Arri was walking her trained and marked service animal, resort staff repeatedly informed her she was unable to walk her service dog across the resort property. When informing them this was an actual service animal they still insisted it was not allowed on property. When she was forced to walk back across this property later that evening (as it is impossible to not get to her home without walking on this resort dock) she was
Chelsea R.
Chelsea R.
May 24, 2018
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Everyone I have interacted with is very rude. Spoke with 2 people on the phone and both were obviously annoyed and impatient. Can't imagine anyone having fun here.
Josh G.
Josh G.
Mar 22, 2018
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Hop aboard The Galleon and set sail for a wild ride around the Florida Keys! Wait, wrong type of Galleon. The one I'm writing about is more of the grounded/foundation/building kind, and on my recent trip down to Key West I had a pleasant experience at said establishment.

My travels were with a handful of coworkers as we escaped the NY cold to get some Florida sun. They had come to The Galleon two years prior and stayed in quite an odd and anything-but-enticing room. Luckily, adding me into the mix gave the need for an upgrade to one of their larger quarters that faced the marina. We walked
D. W.
D. W.
Sep 12, 2017
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What a perfect place to enjoy the Keys! Walkable to everything including your favorite restaurants, sight seeing places and bars. The pool, beach and the view are incredible. There was a full kitchen in our unit and a supermarket down the street to buy our favorite coffee and bagels. The Two Friends Patio is a stones throw and Blue Heaven is a short walk to eat a delicious meal! Thank you for an awesome vacation Galleon Resort!
Andrea O.
Andrea O.
Apr 30, 2017
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Horrible customer service! Everyone's answer to any request is: "i just work here". Never again.
Len S.
Len S.
Jun 28, 2016
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Our family loves this place. We all can't wait to go back every year. We are lucky.

The good- location: on the gulf in the heart of key west. The pool is well maintained and decent size for key west. The sales and concierge staff are accommodating and have coordinated great day trips.

There are many regular people who visit here year after year and love the fact we are only a few steps from the beach.

The units have remodeled bathrooms and kitchens, and no need for a car while you are here.

Bad- it's hard to exchange into this property. You are fortunate if you can trade into the
Tina H.
Tina H.
May 30, 2016
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Ugh! Beautiful room for a sunset but the bartenders were so rude. So obnoxious!!! We stood at the bar for no less than minutes. Never looked at us. One bartender acknowledged me and then just walked away. Maybe they only serve locals! No going back!!
Sierra D.
Sierra D.
Mar 09, 2016
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Ok. Our room was BEAUTIFUL. That is the part that matters. Full upgraded kitchen, comfy beds, beautiful views, nice TV, and more. We could not have asked for more. The pool, tiki bar (a bit expensive), sunset views, and location were A +++++++.

The part where the Galleon lost a star for us was the exterior. The breeze ways were old and dated as well as the pool chair, the sauna smelled funny, and the lobby was crazy! Let's just say when we walked in we were seriously concerned with what we had booked. But like I said the room was beautiful.

I'd book again, but I'd hope the sign
Melissa L.
Melissa L.
Nov 23, 2015
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I give it a 5 not for it's grand VIP feeling but that it's in the most PERFECT location for vacation. Sure it's a little older but coming to Key West I'm not looking for the grand lifestyle...its Key West. I love the feeling of feeling like a local there. I get to wake up and walk out onto the balcony with the best view of the marina and the water, both in different sights depending on where I look when I first walk out onto the balcony. Guest service was great! Our bartender interactions were inconsistent. Some of them were great some of them weren't the best. I ordered
Rich G.
Rich G.
Jul 21, 2015
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1. Our Room. Our room was great because we own Disney time share. No door on the bathroom area though, only the toilet closet, If you are a big person, the toilet closet will be tight.
2. Disney..??? Why did you ever approve of this resort because it doesn't meet any other resort we have stayed at.
3. The Resort. Filthy. The resort is not maintained. Doors, walkways, chairs, elevators, etc. etc., look like they are never cleaned. The entrance to the resort is so run down.. so when you arrive you are kind of surprised and you think maybe you are at the wrong place. There was garbage
Rob W.
Rob W.
Nov 06, 2014
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They have a great location, easy walking distance to all of Old Town. Plus ir is on the waterfront. Being a time share place, the experience is not like a resort hotel, you know you are in a time share. Some of the units often need maintenance or refreshing, and it gets put on the back burner for one reason or another. So, you can get a great unit and love it, or get a problematic one and not enjoy it. A bit of a toss up.
Silvia P.
Silvia P.
May 17, 2013
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We own a week in December at the Galleon so we have come here each year for the past 5 years. We traded it alot in the past. This is an expensive area so you will be paying premium for this resort. The view from the rooms is spectacular whether you are on the ocean side or marina. You can walk anywhere in old town Key West so you don't really need a car if you fly down.

The rooms are clean and they are currently doing an update of all the rooms with new kitchens which was way over due. I'd give it a 5 star if the kitchens were nicer. The bedrooms and bathrooms have all been refurbished
Marcy S.
Marcy S.
Nov 19, 2012
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October 2012:
I have read some of the negative views about this resort and I could not disagree with them more. We had an awesome 2 bedroom 2 bath "condo" overlooking the ocean and marina.Waking up and looking out at the ocean and the marina with the million $$ boats was amazing. It was very clean and the bathroom's have all been updated and are beautiful. The decor is a beachy vacation vibe as you would expect in Key West. This resort is 2 blocks from Duval St and Mallory Square and there are 30 a 40 places to eat and drink just outside the resort. The pool was very nice with
Michelle C.
Michelle C.
Sep 29, 2008
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I'd give it a one, but location means a lot in Key West.
You can walk anywhere you want from this hotel.
However, this is it's only redeeming quality.

The rooms were dirty and needed updating. When I say dirty, I mean keep your sandals on at all times.

The management would give the Nazis a run for their money when it comes to parking. My in-laws rented a two-story suite that combined 2 rooms, and they wouldn't even give them 2 parking spaces to go with it.

How can you rent out a room that is designed to sleep more guests than can fit in one vehicle, and not give out two vehicle