The Galleon Resort

Key West, Florida

The Galleon Resort

Key West, Florida

Timeshare rentals

$200 - $657 /night

Starting at $200 /night

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Timeshare resales

$13,500 - $34,000

Starting at $13,500

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About the resort
Features & Amenities
Reviews (42)
Map & address
  • Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars. Rent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna.

    The Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios house two people and are equipped with a small refrigerator, coffee maker and microwave oven. One-bedroom suites sleep up to four while most two-bedroom suites sleep up to six, while both include a full kitchen, dining area and decked out living area. Each is lovingly furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West.

    The Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its "Sunset Celebration" - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish.

  • 4.3

    Out of 5
    42 reviews
    • 5


    • 4


    • 3


    • 2


    • 1


    • Resort location
    • Staff/Service
    • Cleanliness
    • Sleep comfort
    Show detailed review


    • Avatar for dianeg364
      By dianeg364 Feb 24, 2017

      Been going as owner or renter for last 25 years. During that time substantial improvements made, interiors are fully upgraded (not just updated) with quality furnishings. Fancier than most of our homes, and you cannot beat the location of close to everything yet private in your unit! Once you stay there, a hotel room will never do again...

    • Avatar for nancyf386
      By nancyf386 Apr 12, 2016

      Reviews are optional and only one person's opinion. I feel the Galleon Resort has one of the best locations in Key West, only 2 blocks off Duval and right in the heart of Historic Key West Bight. Almost all units have been upgraded with new kitchens, baths, tile throughout and furniture. I love the friendly staff and of course..The Sunset Tiki Bar. There is also an observation deck where you can see the entire bight and some of the most beautiful sunsets ever. In my opinion, I look forward to the calm, crazy and everything The Galleon & Key West have to offer at least once a year.

    • Avatar for galleonkeywest
      By galleonkeywest Updated Mar 31, 2016

      We have been oweners for nearly 20 years and love, love, love The Galleon. It's very nice, but not plush. Just what we want when we go away on vacation. Comfortable just like home. And you cannot beat the location. Within walking distance of all the activity that makes Key West "our little island home"!

    • Avatar for marks1495
      By marks1495 Dec 1, 2014

      This message was wrote by a guest:

      WOW!! THIS PLACE IS AMAZING!! 5 STAR EVERYTHING!! BEST VACATION EVER... This trip was for a family vacation and the perfect place for our family of 8 including the kids. They enjoyed the pool and beach while the grandparents enjoyed the lounge chairs at the Tiki bar. This condo was everything I had hoped for and more. The Caribbean ocean view was breath taking. The interior decor and furnishings is extremely comfortable and appropriate. There was plenty of room for hanging out including a full kitchen with everything you need and a TV in each bedroom. The beds were very comfortable and the bathrooms beautifully updated. The entire condo was extremely clean and well maintained. (The pictures don’t do it justice). The place is LIGHT AIRY & SPACIOUS!!!! The updates to the unit are amazing! Brand new furniture, brand new kitchen, brand new appliances!. The new Tiki Bar Grille is a great improvement as well. It's great to see such a special place continue to reinvest in itself to beautify the property and improve upon the creature comforts! The employees at the property were very helpful and courteous. The Galleon is perfectly located to all that Key West has to offer! No need for a car. Spend the day relaxing on the beach and by the pool, steps to the nightly festivities at Mallory Square, several excellent restaurants. Secluded just enough with a short walk to lots of fun on Duvall Street. I would recommend this condo to any friend or relative looking to go to Key West!

    • Avatar for curtism46
      By curtism46 Sep 10, 2014

      The Galleon is wonderful, the location CANNOT be beat. You are centrally located to the Harbor Walk, Mallory Square, and Duvall Street.

    • Avatar for jasonc334
      By jasonc334 Mar 11, 2014

      A little piece of paradise in fabulous Key West! The Galleon is the best place to stay!

    • Avatar for tonye29
      By tonye29 Sep 10, 2013

      I have been going there for over 20 years. Key West is full of interesting things to do and many great restaurants. Most of which are within walking distance from the Galleon. Staying at the Galleon is nice for the on-site activities and the comfort of the units.

    • Avatar for lorried4
      By lorried4 Jun 30, 2013

      We have owned a unit at the Galleon since 1989. We have never had any issues with beds, housekeeping is awesome and maintenance is there when you call them Key West is awesome and the Galleon has a great location. Beautiful pool and beach is nice. Anyone that thinks differently must have issues.

    • Avatar for michaelr900
      By michaelr900 Jan 22, 2013

      great location nice units feels like a great resort

    • Avatar for roseannc2
      By roseannc2 Jan 13, 2013

      Owners must be posting reviews for themselves to see so many positive ones. We take several nice trips a year and this place, other than location, was terrible. I have reviews on tripadvisor and I DO NOT have anything as bad as this one. I am generally easygoing but expect to get what I paid for. The mattresses were so thin and old in every bed, you ached every morning ( and we are NOT big people). The unit is dated and cramped with a poor layout. Food at the grill was horrible, undercooked and poisonous tasting. Management ineffective, after I had expressed my concerns. Only rent if you get a deal- and I did- since it was last minute. Negotiate with the owners here, as I did. Management will not work with you when you rent directly through Redweek.

    • Avatar for sharon596
      By sharon596 May 26, 2011

      Loved it! Great location, leave the car parked. Everything you could ever want is walking distance. Our 20 something kids enjoy it here as much as we do! The Galleon resort has everything you could ask for and makes a great vacation.

    • Avatar for jj222
      By jj222 Apr 15, 2011

      We have stayed at The Galleon 3 times in the past 2 years and love it. Of all the places in the world we have been to this is our favorite. At The Galleon you are within walking distance of everything worth seeing in Key West from Mallory Square, The Aquarium, Mel Fishers Museum, Hemmingways Home, the Lighthouse, Zackery Taylor State Park/Fort and Duvall street. We are already booked for our 4th vacation there for July 2nd. Looking forward to another fantastic vacation.

    • Avatar for ssmith8226
      By ssmith8226 Updated Jan 2, 2016

      We have been staying at the Galleon for 18 years and now own several weeks. They are constantly updating and refurbishing, new master baths this year, guest baths last year, and kitchens are on tap. Furnishings are tropical and replaced as needed. Our experiences have always been good, the unit has always been clean and confortable, and you cannot beat the location. There is new management at the Tiki Bar and the food is fresh and good. Overall great,

    • Avatar for evelynz10
      By evelynz10 Updated May 31, 2010

      Wow! We loved it. Close to everything. No need to rent a car. Excellent food everywhere. Loved the nightly entertainment in the Sunset Tiki Bar. Beautiful sunsets from our balcony. We were in a 2 bedroom overlooking pool with a water view. Unit is very big and roomy. Bingo by the pool.......and we won. Can't wait to go again.

    • Avatar for margarett47
      By margarett47 Jan 6, 2010

      This was the best vacation! No need to get in your car, you are always right in the midst of everything. Just open up the balcony doors and you have fresh air and beautiful views of boats, water, and the pool-did I mention that you can walk to everything? We drove 27 hours to get here and it was worth every minute. We just walked over to the wharf and had dinner and drinks when we arrived at 9:30 p.m. This was so much more relaxing knowing that we did not need to drive every night to eat, shop, or have fun. The views from the balcony and the rooftop are breathtaking. The beach area is great for a refreshing (and yes cold) swim and to snorkle and dive off the platform. We all enjoyed playing (and winning) bingo-even my 25 year old daughter! The front desk was also great. Back at work and trying to plan my next vacation here again.

    • Avatar for melissad115
      By melissad115 Jul 14, 2008

      I can't wait to get back to the Galleon and Key West. I've stayed there a handful of times in the last five years and I understand the reasons people don't want to give up their week(s) at the resort. The location alone justifies giving it five stars, with gorgeous gulf views just steps from the historic seaport and blocks from Mallory Square and Duval Street. The perfect location - you're moments from the action, yet you have a quiet and tranquil retreat.

      A few words about the resort: I gave the resort five stars for overall experience. It's not a five-star resort. I have stayed in many four- and five-diamond AAA-rated resorts, including Ritz-Carltons, so I have fairly high standards. That said, there's nothing lacking in the Galleon. The room furnishings, though dated, are comfortable enough (though I'd love to see new sofas in the living area), and I've always found them clean. And the 2-BR condos offer plenty of space. I've never been disappointed at the Galleon.

      I've always found the lunch buffet adequate, as well. Depending on the day, hot dogs & burgers or BBQ chicken, baked beans, chips seem the standard offering. Nothing gourmet, but well worth a few bucks when you're satisfied spending the day lounging pool- or gulf-side.

    • Avatar for george7
      By george7 Updated Mar 30, 2008

      Just returned from a grand week at The Galleon. I had a beautiful 2 BR overlooking the pool and the water. The unit had everything you could ever need and the location is the best! Seldom had to drive. I would highly recommend this resort.

    • Avatar for lyndaf16
      By lyndaf16 Mar 19, 2008

      I thought the place was old and nasty. I was told one thing and then untold, the lunch with the gang was terrible, 4 shrimp, dried out and rubbery, that was it, just 4 little shrimp for $6, I stated, I was still hungry and no one cared, the manager was not available. This place is way overpriced. I was disappointed the angle of the building and not a good view of the sunset unless you went to the roof. The room was nothing special and the TV's were old and little. The location was nice and I paid dearly for that. I will look elsewhere. Anyone want to buy my timeshare?

    • Avatar for shirley540
      By shirley540 Updated Oct 5, 2007

      Just returned from this great resort. We were

      there Dec. 16 thru Dec 23rd. Had a great time.

      The resort was right in the middle of town.

      You would never have to drive. We were

      there for the lighted boat parade on the

      marina where all the boats were decorated

      in Christmas lights. A very nice place. Would

      love to stay here again sometime.

    • Avatar for robnole
      By robnole Updated Jun 5, 2007

      Best location in keys. Walking distance to boardwalk, restaraunts, sloppy joes, duval. Quality concrete structure, beach access, fishing and dive boats right there.

      Nice fishing pier for guests.

      Onsite parking can be a challenge.

    • Avatar for janet1409
      By janet1409 Feb 14, 2007

      Stayed in united B53 and thoroughly enjoyed our visit. Units are nicely layed out, furnished well and clean. Pool area was well kept up and location was close to many restaurants and to the main street of Duvall. We highly recommend the resort. Staff was helpful and the resort is attended to. Parking was the only problem if you bring an automobile, however, you won't need it as everything is within walking distance.

    • Avatar for charles1182
      By charles1182 Updated Jan 28, 2007

      I stayed Christmas week 2006. Location is perfect. Park your car here free and walk just about anywhere in Old Town. I stayed in a studio which is on the small side with no view, but it was clean and had a modest kitchen (no stove or oven, but good microwave and half fridge). Non-English speaking Staff offered clean towels and sheets almost every day, but no daily housekeeping service. The room had a safe that was big enough for my widescreen laptop. Wireless was available, but outrageously expensive and anemic , $60/wk. (Yachts in the Marina behind the building had wireless for $30/wk.) Outgoing phone calls are limited to 15mins before a 50cent/min surcharge so forget dialup internet. The Key Lime pie shop across the street has free wifi. Washer and dryer was available for $5/load. In spite of all the challenges, I would return here anytime. You just can't beat the location even if you have to overlook a few of their blemishes.

    • Avatar for david2449
      By david2449 Jan 10, 2007

      Stayed for a week from December 30th to January 6th, 2007. The location is amazing. The property is excellent. Can't say enough.

    • Avatar for connie676
      By connie676 Updated Dec 28, 2006

      Galleon is a beautiful resort.Been there twice already and love it. Everything is right there to do. I would recommend anyone to stay there.

    • Avatar for wahlstrom1
      By wahlstrom1 Jul 12, 2006

      Stayed June 24 - July 1, 2006. Units are large in size with all the extras. Location is the best in Key West. You can be in the mix of downtown or be at a quiet beach or pool. We watched the sunsets from our balcony. Oceanside bar with lounge chairs over the water is a beautiful place to unwind at the end of a day of diving, snorkling, sailing, etc. Would not stay anywhere else in Key West.

    • Avatar for steve569
      By steve569 Mar 20, 2006

      As many others have said, this is the place to stay in Key West. We had stayed at four or five other places on the island, discovered the Galleon, traded into and rented there a few times, loved it so much we now own seven weeks. While our son is still in school, we rent several of the weeks in November and December, two of the best months weather-wise in Key West. When you stay at the Galleon, and if you are boater, rent a center console at Key West Boat Rentals, and head out to Boca Grande, and all the island mangroves in-between, or on a calm day fish or snorkel the reefs on your own. It is truly the way to feel like a local, and enjoy the sweetest asset of Key West - its' water.

    • Avatar for deb613
      By deb613 Updated Mar 3, 2006

      This 5 Star Resort is situated in one of most beautiful areas of Key West. It has the Marina on one side, the Gulf on the other with a medium size beach and a great pool and steps to Simonton and Duval Streets. It is the Carribean Jewel of Florida. The condo units are beautifully decorated, roomy with great amenities. - owner since 1988

    • Avatar for joann351
      By joann351 Feb 11, 2006

      Spent a week there Jan.21 to Jan.28,2006. Nice location. Unit not very cleaned. Maid changed sheets once during our stay, but no cleaning was done. Bathrooms where dirty. If, we stay there again, will comlain and make sure unit is up to par. The unit could stand to be updated.

    • Avatar for thomasf28
      By thomasf28 Feb 5, 2006

      We have owned for 20 years and haven't missed a year because we love everything about the place. Great location on the harbor and yet close to the old town. It's a tropical paradise without having to leave the good old USA. Minutes to Mallory Square and great restaurants too. Parking is tight but everyone gets a spot. Rent a small car if you need one.

    • Avatar for dolfin6548
      By dolfin6548 May 17, 2005

      Absolutely fantastic! Beautiful no matter what room you are staying in. Fun outdoor Tiki Bar. Have stayed there off and on for over 10 years.

    • Avatar for joanne764
      By joanne764 Updated Mar 13, 2005

      We own 9 weeks at this world famous international/marina resort. We have owned for 25 years, we spend two months out of the year there, although we LIVE IN FLORIDA!

      The Galleon has the most eye popping views to compare to anywhere in the world. The only place in the U.S. where you feel the tropical flavor of some foreign tropical island. Drop your suitcase in your two bedroom/full kitchen and enjoy the conch way of living. Mallory Square, Duval Street, Cruise Ships all less than 5 min. walk. Bicycle around the island; tour the cruise ship Truman annex, park your car and walk. Galleon has it all.

      This will be the best vacation you have ever had. You may even end up buying there at the resales, although they are hard to come by. I have a unit for rent B-31 Week 12 up for rent for 2006 now and the only reason we are renting it in March is because we stay there in Nov./Dec in our other units. We were going to buy a home in Key West but found the Galleon was the only place with the best views! See my unit under rental section B-31 week 12 Joanne Jerome. Additional information on unit upon request.

    • Avatar for richard2298
      By richard2298 Updated Feb 26, 2005

      Have been an owner for 2 years; just purchased another week. Best location in Key West -- is in walking distance to everything yet tucked away for some needed solitude. The front desk and service/cleaning crew could do a better job, but overall worth the price of admission.

    • Avatar for susan560
      By susan560 Feb 21, 2005

      Wonderful resort, close to everything. Although the parking is tight, leave your car parked and you can walk anywhere. Really don't need a car. Can't find better place to stay in Key West. We love it!

    • Avatar for thekohser
      By thekohser Feb 1, 2005

      The Galleon is the best of all possible worlds in Key West. Close enough to Duval Street and Mallory Square for easy enjoyment, but tucked away on the marina, for nice quiet nights. The service is always outstanding, and the owners association is constantly upgrading the units and the common facilities.

    • Avatar for csterbach
      By csterbach Mar 9, 2004

      The best location; in the heart of Key West. Within walking distance of all activities. The weather (in early January) was fantastic, and the views are fabulous. After renting for the week, I decided to buy, and am looking forward to next year.

    • Avatar for teddybearvending
      By teddybearvending Feb 4, 2004

      there's no parking you can't get out because someone is park not in a space. unit wasn't clean well and when ask to fix anything never happen the whole week. pool was small and full all the time no chairs.

    • Avatar for robert32
      By robert32 Jan 4, 2004

      As they say: location, location, location. Right on the water. You can walk to any place in a matter of minutes. The deck and beach is screened from the street crowds.

      Have been an owner for five years.

    • Avatar for captmack
      By captmack Oct 25, 2003

      This is the best place in the whole world for warm water and fresh air!

    • Avatar for antonellaippolito
      By antonellaippolito Oct 22, 2003

      We had an enjoyable and relaxing week with our children. Location is the key to this resort. I found that the flooring in the unit was very dirty even after washing the ceramic floor, thus indicating that the carpets were filthy. Parking is very tight, better off just leaving your vehicle parked and walking or renting scooters. We stayed in a 2 bedroom unit with a loft overlooking the marina and it was enjoyable sitting on the veranda and listening to music at night and the chatter of people at the restaurants in the Historic Seaport area.

    • Avatar for dbric50512
      By dbric50512 Apr 6, 2003

      Traded in here and ended up buying! This is the perfect location to be in Key West! Great location, private beach!

      Units have recently been redecorated, most unit views are spectacular! Even the marina side with the boats and the Key West bight! Parking is very tight in the garage, rent a small car if you can of just keep the car parked for the week, you can practically walk to everything!

    • Avatar for dallasnagy007
      By dallasnagy007 Updated Jan 24, 2003

      Owner since 1984. Great Scuba Diving, Shopping, Entertaiment, and great Pubs, Plus great eateries. Dont miss walking the Board Walk!- located at Galleon Resort and wraps around Harbor. You can walk to most every event. See Sunset at Mailery Square- Free, my kids love it.

    • Avatar for mistermelvin
      By mistermelvin Dec 4, 2002

      Nice, well-kept property. Walking distance to most 'places of interest'. Nice boardwalk, pool/beach area, and outdoor stairwell 'greenspaces' on site.

      Parking was 'tight', the staff was 'cool' in demeanor, and while helpful, somewhat slow to respond to maintenance requests.

      The upper 3 bedroom units facing the marina are spectacular. But, if you trade in, don't accept a 'lock-out' unit unless you enjoy 'hotel room with a kitchenette' vacationing.

  • On-Site
    • Boating
    • Elevator
    • Fishing
    • Fitness Center
    • Internet Access
    • Ocean
    • Outdoor Pool
    • Restaurant
    • Sauna
    • Scuba Diving
    • Shared Laundry Facilities
    • Spa Services
    • Water Skiing
    • Whirlpool/Hot Tub
    • Golf
    • Grocery Store
    • Live Entertainment
    • Medical Facilities
    • Security
    • Shopping Area
    • Tennis
  • 617 Front St
    Key West, Florida 33040
    • Resort
    • Resort cluster
    Accuracy not guaranteed. Contact the resort to confirm the address before making plans.
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  Dates Nights Nts Price Unit view Unit Beds/Baths Be/Ba Sleeps  
07/20/19–07/27/19 New! 7 nights $3,000 ($429/night) View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 View posting
Verified & Protected 06/29/19–07/06/19 New! 7 nights $2,400 ($343/night) View: Water view Beds: 2 Baths: 2 Sleeps: 6 View Book
Verified & Protected 04/27/19–05/04/19 7 nights $2,150 ($307/night) View: Water view Beds: 2 Baths: 2 Sleeps: 6 Rented!
Verified & Protected 11/09/19–11/16/19 New! 7 nights $3,400 ($486/night) View: Pool Beds: 2 Baths: 2 Sleeps: 6 View Book
Verified & Protected 04/13/19–04/20/19 7 nights $2,800 ($400/night) View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 Rented!
09/28/19–10/05/19 New! 7 nights $2,200 ($314/night) View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 View posting
Verified & Protected 07/13/19–07/20/19 7 nights $2,300 ($329/night) View: Water view Beds: 2 Baths: 2 Sleeps: 6 Rented!
06/29/19–07/06/19 New! 7 nights $3,500 ($500/night) View: Ocean view Beds: 2 Baths: 2 Sleeps: 6 View posting
04/06/19–04/13/19 New! 7 nights $2,700 ($386/night) View: Water view Beds: 2 Baths: 2 Sleeps: 6 View posting
10/26/19–11/02/19 New! 7 nights $2,600 ($371/night) View: Pool Beds: 2 Baths: 2 Sleeps: 6 View posting

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  Price (Maint. fee) Week (Season) Use Type Unit view Unit Beds/Baths Be/Ba Sleeps  
Price: $32,500 Maint. fee: $970 New! Week: 42 (high) Use: Annual Type: Deed View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 View posting
Price: $29,750 Maint. fee: $900 New! Week: 19 (high) Use: Annual Type: Deed View: Ocean view Beds: 2 Baths: 2 Sleeps: 6 View posting
RedWeek Verified Price: $17,000 Maint. fee: $970 New! Week: 41 Use: Annual Type: Deed View: Water view Beds: 2 Baths: 2 Sleeps: 6 View posting
RedWeek Verified Price: $23,000 Maint. fee: $970 New! Week: 1 Use: Annual Type: Deed View: Varies Beds: 2 Baths: 2 Sleeps: 6 View posting
Price: $13,500 Maint. fee: $970 Week: 36 (varies) Use: Annual Type: Deed View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 View posting
Price: $23,000 Maint. fee: $970 Week: 35 (high) Use: Annual Type: Deed View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 View posting
Price: $29,000 Maint. fee: $963 Week: 1 (high) Use: Annual Type: Deed View: Water view Beds: 2 Baths: 2 Sleeps: 6 View posting
RedWeek Verified Price: $39,000 Maint. fee: $943 Week: 7 Use: Annual Type: Deed View: Water view Beds: 2 Baths: 2 Sleeps: 6 Sold!
Price: $34,000 Maint. fee: $963 Week: 3 (high) Use: Annual Type: Deed View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 View posting
Price: $13,500 Maint. fee: $990 Week: 47 (high) Use: Annual Type: Deed View: Waterfront Beds: 2 Baths: 2 Sleeps: 6 View posting
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