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Gay Key West
 

Mixed Gay/Lesbian GuesthousesAll Male GuesthousesResorts for WomenThings to Do
Gay Friendly Favorites

Key West offers a variety of gay/lesbian and gay friendly accommodation to suit any gay traveler’s requirements. Take a look at the following gay guest houses to get an idea of the sort of place you might be looking for and then call us on 866 539 7222 and get good local advice on a great place to stay. Remember we work, play and live here so we can get you booked into the best places, for the best prices and tell you great things to do while you are staying with us here in Key West to make sure you have the best vacation.

Key West is an exceptionally gay-friendly town so in addition to the exclusively gay properties mentioned below we can also offer guesthouses and hotels with a very open ‘All Welcome’ attitude. Just give us a call and we will happily advise you on the right property to suit your requirement.

 

 

 

All Male Guesthouses

Equator Resort
Location: 4 blocks from Duval Street
Fleming Street

1-866 539 7222

Equator Resort Pool

An excellent resort offering a friendly, relaxed vacation to those looking for some time away from the general cruising scene. With good sized, bright and airy refurbished rooms this resort has tropical gardens with a beautiful clothing-optional pool and spa area and an undercover seating area where a full breakfast is served each morning. The resort also has a very popular ‘happy hour’ each evening where guests get to meet up before taking a short stroll down to the Duval Street nightlife. The Equator’s friendly staff will always make you feel ‘like one of the family’.

Off Season Rates:  from $129 In Season Rates: from $195


Island House
Location: 6 blocks from Duval Street
Fleming Street

1-866 539 7222

Island House Guestroom

Named the best gay men's resort in the World by BOYZ and the Out Traveler, this clothing optional award winning property gets booked quite well in advance so be sure to make your reservation early. The resort includes a popular health club with state of the art fitness room, 5-man shower, steam room, sauna and Jacuzzi. The compound also includes a café which is also popular with the locals, serving breakfast, lunch and dinner, poolside, offering excellent, freshly prepared food. The Island House has a full bar with complimentary happy hour each evening and an erotic video lounge which never closes. Call now for availability.

Off Season Rates:  from $199 ($115 shared bathroom)
In Season Rates
: from $249 ($165 shared bathroom)


Oasis/ Coral Tree/ Coconut Grove
Location: 4 blocks from Duval Street
Fleming Street

1-866 539 7222

Oasis/Coral Tree/Coconut Grove

The largest gay guesthouse compound offers three all-male properties together with a great choice of facilities and room types. Both the Coral Tree and Oasis are clothing optional and the Coconut Grove has clothing optional pool, spa and sundecks. An extensive continental breakfast is included in your rate and nightly happy hour serving beer and wine. With the range of all three properties at your disposal the guesthouses offer a great way of meeting plenty of new people with this 3 in 1 package.

Off Season Rates:  from $159 In Season Rates: from $209


Mixed Gay/Lesbian Guesthouses

Alexander's Guesthouse
Location: 6 blocks from Duval Street
Fleming Street

1-866 539 7222

Alexanders Guesthouse Pool

Winner of the coveted Out and About Editors Choice Award for 9 consecutive years this beautifully refurbished property attracts a friendly mixed crowd and early booking is always recommended. A good choice of bright, elegant rooms is offered and the heated pool is surrounded by lush tropical landscaping and sun deck areas. An outside pool bar serves complimentary cocktails before sunset each day and an extended continental breakfast is available to the guests each morning. Many rooms have their own verandah or deck for additional privacy. The staff at Alexander's will make sure you never want to leave!

Off Season Rates:  from $120 In Season Rates: from $175


Big Rubys Guesthouse
Location: 1/2 block from Duval Street
Applerouth Lane

1-866 539 7222

Alexanders Guesthouse Pool

A well known guesthouse with sister properties in both the South of France and Costa Rica. With 17 rooms Big Ruby’s is small enough to offer excellent personal attention to their guests yet large enough to make sure you get to meet many new friends. A good sized pool and state of the art fitness center are present amongst the garden and courtyard areas where the peace and seclusion make it difficult to believe that you are located close to Duval Street and all the main bars and nightlife. A magnificent chef prepared restaurant-style breakfast is included each day and is served alongside the pool area. There is also a Happy Hour each evening with complimentary beer, wine and snacks.  Another well deserved winner of the Out and About Editor’s Choice Award and 5-Palm rating.

Off Season Rates:  from $129 In Season Rates: from $215


Gay Friendly Favorites


La te Da Hotel
Location: 3.5 blocks from the Atlantic Ocean
1125 Duval Street

1-866 539 7222

La te Da Hotel

A true Key West experience that will leave you pampered by its luxurious accommodation and good food and send you home with some of your best vacation memories. 15 elegant guest rooms offer 3 different room types and included also is a cooked, made to order breakfast at the hotel’s newly opened restaurant, The Ocean Grill. The complex also includes an outside pool bar and inside piano bar with nightly entertainment, both of which are popular meeting spots for locals. Upstairs is the famous Crystal Rooms which features popular shows 4 times a week, all of which are a must see cabaret experience while visiting Key West so do not forget to bring your camera!

Off Season Rates: from $100 In Season Rates: from $175


The Chelsea House & The Red Rooster Inn
Location: 2 blocks from Duval
707/709 Truman Avenue

1-866 539 7222

Red Rooster Inn Pool

Victorian elegance set amongst a tropical, lush Caribbean background, the Chelsea House offers the character of an 19th Century mansion with the fun loving atmosphere of modern day Key West. Famous for its extensive continental breakfast you have a good sized pool and sun deck areas as well as the use of facilities at the neighboring Red Rooster Inn. A very discreet, private, rooftop sundeck is also available for those who are bold enough to work on that all-over tan. Both properties are adult only and will cater for pets by request with a $15.00 per night pet fee.

Off Season Rates:  from $119 In Season Rates: from $159


Pearls Rainbow
Location: 1/2 block from Duval Street
United Street

1-866-539-7222

Pearls Rainbow

With 5 buildings and 38 refurbished rooms and suites this resort boasts 2 pools and 2 hot tubs with plenty of sunning areas to catch up on that all-over tan and some shadier spots for the more delicate amongst us who just want to lay back and soak up the relaxed atmosphere. A choice of freshly prepared continental or cooked breakfast is available to their guests each day.   Pearls Patio, the outside pool bar & grill is a most popular hangout for visitors and locals alike offering a happy hour Monday through Friday. If you can pull yourself away from the comfort of the resort there is South Beach just a block away and plenty of nightlife just a short stroll down Duval Street.

Off Season Rates:  from $99 In Season Rates: from $179


 

Want to Play Gay in Key West?

What to do while you’re here

With Key West being such a Gay-Friendly Island you will find many things to see and do while you are here. Apart from the regular boat trips and attractions offered Key West also has gay/ lesbian and exclusively male or exclusively female snorkel trips and sunset sails. Private gay charters can also be arranged for your enjoyment. If you want a change from your own accommodations, most of the guesthouses will offer a day pass to their facility allowing you to experience their pool, sunning and bar areas. For the guys,  the Island House allows non-guests to dine at their cafe.

Key West has an abundance of Gay Nightlife. The Bourbon Street Complex is one of Key West’s best known gay hangouts and comprises of The Bourbon Street Pub and the 801 Bar. The Bourbon Street Pub stays open to 4am and has “Happy Hour Specials” from 11am to 8pm, with 4 bars, including the pool bar at the back. The Bourbon Street Pub caters mainly to men and has dancers on the main bar from 10pm-4am. Great music, great times, Bourbon Street is a must for any gay man visiting Key West. No cover on most nights. 

Across the street is the 801 Bar which has the main bar downstairs overlooking Duval Street and the famous 801 Cabaret Room upstairs. The downstairs bar offers a friendly quieter atmosphere where people can meet over a cocktail or just sit with a beer and enjoy the best in 70’s music while checking out the cute bar staff. The 801 is also open until 4am with “Happy Hour” Specials from 11am-8pm. There are nightly shows upstairs in the Cabaret Room with some of Key West’s most famous drag queens that put on an energetic and often outrageous performance that should come with a government health warning attached…"Leave your mother at home!” Shows start at 9pm and 11pm, 7 nights a week and there is no cover.

To the back of the 801 is Key West’s only leather bar, Saloon One, which is home to the famous Key West Wreckers. Pull out those Levi’s or chaps and go and pay them a visit.

La te Da’s on Duval Street offer a great range of nightly entertainment with the famous Crystal Rooms cabaret lounge upstairs and the By George Piano Bar downstairs. With an outside pool bar overlooking Duval Street and the new La te Da Restaurant on the premises, this complex is a great favorite of Key West’s locals. The Crystal Rooms features its main shows every week on Thursdays through Sundays starting at 9pm. Female impersonators Randy Roberts and Christopher Peterson offer their renditions of Cher, Lucille Ball, Marilyn Monroe and many, many more during their separate shows which have become such a Key West tradition with visitors and locals alike.  Schedules vary slightly depending on the time of year so we recommend you check times and book in advance to avoid missing out on these spectacular entertainment specials. The By George Piano Bar has nightly entertainment starting at 9.30 each evening with one of the most popular acts being Debra and Patrick who usually play Friday and Saturday nights.  There is no cover to get thoroughly entertained at the By George Piano Bar and never has something so civilized, been so much fun.

Not to be missed when you visit Key West is Aqua Nightclub which offers some of the best entertainment every night of the week. Daily between 3pm-8pm they have “Happy Hour” prices in their front bar looking out onto Duval.  Famous for its hysterical drag shows starring The Aquanettes, this will give you something to tell your friends about. The shows start at 9pm, 7 days a week (9pm and 11pm on Saturday) and they always attract a very mixed, fun loving crowd. Don’t forget to bring your dollar bills! There is a small cover charge during show time but this is not to be missed entertainment that you will want to come back for. Resevations are recommended if you want a table or booth.   On Friday's they have one of Key West favorite singers,  Raven Cooper, playing between 5pm - 8pm.  Whether you want to dance to some of Key West best DJ's see a show, try your hand at Poker, or simply sip on a cocktail or four, come on down to Aqua Nightclub. Check their website for further details of nightly entertainment: www.aquakeywest.com

Sundays is the night for a great Key West tradition, Tea Dance at La te Da. Good music and dancing on the deck overlooking the pool with Key West's popular DJ  Junior spinning the discs. A great meeting place for both men and women this is a ‘must do’ event to complete your Key West vacation. Tea Dance runs from 4pm-6.30pm and there is no cover.

KWEST for Men (women are allowed) offers an ever changing atmosphere depending on the time of day. “Happy Hour” runs from 3pm-8pm daily and offers very reasonable drinks and great entertainment. A fabulous mix of show tunes, those oldies but goodies and modern day classics keeps the customers coming time after time with an impromptu sing-a-long never being too far away. After 10pm the place transforms and they have male dancers strutting their stuff to a quicker beat.

You can also get a great taste of the Key West bars and meet more of the local's by taking part in the Gay Pub Crawl.  Click here for more information:  www.gaypubcrawls.com.   

Remember with Key West’s now world famous motto of “One Human Family” you do not have to be in a gay bar to meet gay people or to have a great time. A number of different venues offer great nightly entertainment so just give us a call, let us know what you are looking for and we will be happy to point you in the right direction.   The Key West Business Guild's visitor center on Truman Avenue is also open 7 days a week with information on all of Key West's gay and gay friendly properties.

Upcoming  2010 Events for your Calendar

Pridefest - June 8th-12th

Tropical Heat (men)- August 18th-21st

Womenfest (women) September 6th-11th

Bearfest September dates tba

Bone Island Bare it all Weekend - Dates in July and December tba

Click here for more details:  http://www.gaykeywestfl.com/calevents.cfm

 



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