The Westin Key West Resort & Marina Key West

4.5 out of 5 stars4.5 Stars

245 Front Street, (formerly Hilton Key West), Florida, 33040, United States

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The Westin Key West Resort & Marina
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85%

Satisfaction Very Good
Excellent
43%
529
Very Good
30%
371
Average
12%
154
Poor
7%
91
Terrible
6%
74

Value Score Average Value

Similarly priced and rated as other 4.5 star hotels

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Good For Couples
  • Families74
  • Couples75
  • Solo74
  • Business75

More about The Westin Key West Resort & Marina Key West

Sunset Deck

by Cristian_Uluru about Sunset Pier

Sunset Deck is one of the many restaurants you can find walking over Sunset Pier for picturesque sunset views.
The restaurant is part of the The Westin Key West Resort & Marina and you can have wonderful view of the sunset drinking a beer and eating a good dinner.
And when the sun go away you can relax yourself with the live music entertainment on the deck, with local groups and solo. The dinner at Sunset Deck was my first American one during my 2010 trip.
I ate a delicious Grouper Sandwich: fresh local grouper, grilled, blackened or fried, shredded lettuce, tomato, carmelized onions, tartar sauce on a grilled luau roll. It was delicious!!!
The service was very fast and the location with the sunset was great! A wonderful experience.

Tips for 1st time attendees to Fantasy Fest

by TheTravelSlut about Fantasy Fest

1st. This is an ADULT-ONLY venue. Please consider this for the entire week, day and especially at night.

I've only been 8 times but learned a few things through personal experience or the experience of others:

Transportation: During high season or any major event, parking can be almost non-existent near Duval Street even if you have a reservation at the Bed & Breakfast or small motel or hotel. Don't even think about parking in a resident's zone unless you have specific permission--the fine and/or tow bill will be huge.

There are parking garages, meters and some free side-street parking but again, if there is something going on in Key West (which seems to be most every weekend), then parking may be both expensive and limited.

Be cautious driving on the one-way streets, the narrow streets and the streets where the conch train operates. Watch out for bicycles, pedalcabs, small electric vehicles and of course, pedestrians.

Key West is small and compact in size and some streets are both narrow and have obscured sidewalks or side paths so watch your step--especially at night.

Be extremely careful driving as pedestrians (sometimes intoxicated, sometimes jaywalking) will walk right out in front of you driving from a previously hidden area.

Be careful on the streets of bicylists and people riding scooters or Vespa's that may not be used to operating them. It is easy to be distracted while looking and at the sites of Key West.

Key West also has a "conch "train that operates on both main and side streets-be sure to give it leeway as it is long in length.

Coming into Key West's "new town" at the north end of the island, is a culture shock after driving the previous 50 miles or so. Key West is modern and developed and fully recovered from 2005's devastating Hurricane Wilma but ongoing renovations and construction of new condo units continue. Be cautious of traffic controls, traffic workers, and slow-downs. Don't be in a hurry.

Traveling along Highway US 1 (now called North Roosevelt Blvd. and at mid-town, Truman Avenue), you will start to see the signs of the Fantasy Fest celebration as many people decorate their homes and businesses in the colors or theme of the event.

2008's theme is "Pirates, Pundits & Political Party Animals" from Oct. 17 to Oct. 26.

Key West during Fantasy Fest is definitely not for the timid or shy and small children should not be downtown after dark (or at all if possible). Bodypaint, nudity and skimpy, sexy clothing (or lack thereof) rules!

Nightly themes include: (and you should really consider costumes for every night)

Monday night-- features a "Dungeons & Dragons" Leather-Fetish Party @ the 801 Bourbon St. Bar. It's not uncommon to see dozens if not hundreds of people dressed in leather or latex or some variation for this party or the many others featured in non-sanctioned venues.

Also, Monday is Leather & Fetish @ Kelly's Kinky Karnival at Kelly's Caribbean. (Personally, I've attended the leather-fetish party @ Kelly's Caribbean Bar & Grill for several years and this is definitely not the place for anyone shy or timid).

I am sure that many of the people in attendance both on the streets and in the bars and private parties are amazed at the costumes and antics of the crowds. Words cannot describe here what you might see so you will have to use your imagination. My photos only scratch the surface.

Tuesday night--features Plaid Nite & bodypaint @ Capt. Tony's Saloon and there are several other parties throughout Key West and this is good as it keeps crowds down & separated so you don't feel so crowded & congregated.

Remember, depending on the statistics used, Key West grows from a small town of 25,000 to almost 100,000 for Fantasy Fest as crowds are estimated to be from 50,000-75,000 and most are primarily situated in an area on a one-mile section of town called Duval Street.

Tuesday nights festivities included everything from an 80's Flash Back Dance Party at Fat Tuesday's to a Headdress Ball, a concert, there is a free poster signing party and Capt. Tony's Saloon highlights the evening with its "Party in Plaid" event. I can usually be found spending my evening here.

Wednesday night--features Red Night @ Fogerty's & elsewhere on Duval Street and the crowds really start to arrive. Duval Street is blocked off to allow only pedestrian traffic late at night.

There is a two block long section of Duval which is labeled the "Fantasy Zone" where open containers of beer, wine or alcohol are permitted and flow freely from bars and vendors. I often try to use vendors that use a portion of their proceeds for local charities.

The theme for the night is "Red" and Fogerty's & Flying Monkey's Bar is the place to be-- although other events are also fun including:

Pet Masquerade & Parade at the Westin Key West resort (daytime)
Celebrity Look-a-Like contest @ La Concha
Cheeseburger's Feeling Lucky Luau
Rock till you hit Bear Bottom Party @ Bear Bottom Beach Club
Beach Party @ Hog's Breath Saloon with world famous Homemade Bikini Contest

All the while these official events are occurring, many bars and saloons feature their own party theme and of course, thousands of people flock into the streets and sidewalks of Duval where people-watching takes on a new level.

Thursday night--features Toga Night @ Sloppy Joes & everywhere else and there are thousands of togas and variations of them everywhere in Key West. After all, togas are relevant to party times and are easy to make or buy, and they feel great!

Fantasy Fest features several events throughout old town including Nightmares in Dreamland; Pretenders in Paradise costume contest (where the prize money is $10,000) at the Pier House Resort & Caribbean Spa; Monsters Ball at the Green Parrot Bar and of course, the famous (Hemingway used to hang out here) Sloppy Joes 24th annual Toga Party with a $1,000 cash prize.

Again, Duval Street becomes an event in itself with thousands of people costumed and as many taking photos or just watching.

Cruiseship passengers that happen to be in port for the week sure get an eyeful.

The remainder of the festival has many events both Friday and Saturday night with Friday's highlight being the Duval Street Fair, Masquerade March and Pimp N Ho party while Saturday night features a Bourbon Street Tea Dance, Bodypaint Contest @ the Green Parrot and Captain Morgan Fantasy Fest parade where 70,000 onlookers and 50 or more floats are all part of the celebration's pending conclusion down Duval Street on Saturday Night.

Sunday night, the town almost returns to "normal" and has a children's day at a local park and a Parrotdise Bar & Grill Happy Hangover Party on Little Torch Key and a conclusion somewhere that focuses on "it's over when the fat lady sings".

The drive back home or the flight back home is always a challenge. Between hangovers, crowds, and general dismay about returning to reality, leaving Key West and Fantasy Fest is tough except for the knowledge that the next Fest is less than 360 days away!

Now, for some important Do's and Dont's of Fantasy Fest:
(and thanks to the people that helped create this list where ever you are) :-)

Don't wear a mask you can't drink in.

Don't choose a costume you can't use the bathroom in.

Don't wear shoes you can't walk in.

Do dress sexier than you thought you might.

Do make sure you have a place to stay before you get too drunk.

Do realize that the shape and size of your breasts/*** will not change with spray paint.

Don't wear your thong with your leg in the wrong hole.

Do trim your pubic hair within the limits of your costume ...please.

Do donate your leftover items to locals who want to enjoy Fantasy Fest as much
as the rest of us but often just make room for us.

Don't flash the cops.

Don't ask the cops to flash you.

Do understand that just because you are naked doesn't mean that others find you
attractive.

Don't go out carrying valuable items that you are likely to lose when you get drunk such as a purse wallet, expensive jewelry or your spouse.

Do wrap your money in plastic or a ziplock first if you have nothing to carry it in but your bikini bottoms or sweaty shorts.

Do consider getting a personal catheter for parade night as unoccupied bathrooms will be scarce (just joking)

Don't verbally abuse anyone before stepping inside a porta-potty as the result could be disastrous and gross.

Don't step in front of moving parade floats to pick up candy or beads.

Do be aware that if you take Henrietta home with you may wake up with Henry.

Do take lots of pictures but use a disposable camera if you are prone to losing them. And asking 1st if it is OK to take a photo will usually mean yes and you will get a nicer, posed shot or two.

Do exercise a little tact and courtesy with the folks working in the bars through the festivities. They are there working days off for your enjoyment.

Don't tip in beads - they don't want or need beads--- tip with cash please.

Don't ask the female servers to show you their boobs--there are thousands of women on Duval Street dying to show you all that they've got.

Don't try to stick your tongue down the bartender's throat unless of course he wants you to (just joking, again)

Do carry some info or business card of your motel/hotel/B&B address so someone can help get you home if you need help late at night

Don't be afraid to dress up. Have an outrageous time and tip big. Personal effects:

Clothing/Shoes/Weather Gear: Key West is a walking town especially on and around Duval Street so comfortable, soled shoes or sandals are a must. Don't walk downtown in barefeet as the streets are likely to have either debris or glass, etc. that could cut up your feet. Also, in the heat, both streets and sidewalks heat up tremendously and you don't want to either burn your feet or have to do an emergency purchase of shoes/sandals from a downtown vendor.

Toiletries & Medical Supplies: Essentials if you plan do to the "Duval Crawl" include: aspirin, Tylenol, antacids, Pepto-Bismol, and Chaser Plus. You should also have available at your hotel or B&B at least some insect repellent, sunscreen & aloe vera gel.

Camping/Beach/Outdoor Gear: If you plan to do the beaches, bring a blanket and or chair and some sort of sun protection. The sun is brutal on skin not normally exposed to this heat and at this latitude.

Remember: Nudity is illegal but bodypaint will suffice within the Fantasy Zone most years.

Be respectful to the citizens and visitors of Key West in your costumes outside the zone.

In the meantime, take care, travel safe and have safe fun and don't drink and drive!

Ann, TS :-)

Email me if you have any specific questions and need a discreet answer.

Great Hotel Property

by TripAdvisor Member SLW1

Hilton Key West was EXCELLENT in our first week of Feb. trip. The Staff was very helpful. Stayed first night on 3rd floor, at our request, they moved us to 1st floor by pool. Pool side bar/ food waitress eliminated the need to move from the lounge chair. Took Sunset Key shuttle to beach twice. Also, very accommodating and very relaxing. The Hilton Location is primo. Everything was in walking distance. Took cab once, because of rain. Don't worry about the Cruise ships, although they are a sight to look at from the pier. Highly recommend this property. The earlier you book the cheaper the rate, so book early. Also, visit the Blue Heaven Cafe for great Breakfast and Two Friends Grill for karaoke and cocktails. Point of note- people of Key West are very laid back, often this can be perceived as rude. Just relax lay back enjoy your trip and this won't be a problem.

Book now, no worries!

by TripAdvisor Member volt11

On average I travel to Key West 3 times a year. I always stay at the Hilton. It is the best location in town. Duval Street is a 100 yard walk and Mallory Square is 200 feet away. What else could you want? The rooms are fantastic and the pool is out of this world. If you have a little time, takethe $10 trip to the Hilton's private beach just across the way. It is private and worth the money.

Location, Location, Location

by TripAdvisor Member onelittlenomad

Just returned from a five day visit to Key West. As this was our first visit, we stayed at the Hilton to play it safe. We booked an oceanfront, non-smoking room with king bed. The first room assigned was a king on the 2nd floor marina side, too small, and somewhat worn. We asked for another room. This time, we were placed in a spacious room on the secure 4th floor with a frig and wet bar that faced the pool area, with a partial view of the ocean. Still not the view we expected, but we were satisfied with the change. The only negative was the room was over an outdoor stage where very loud and not always very good beach music blared from 4:00 until 7:00 daily.The staff was neutral, but not rude. The level of service was minimal for a Hilton. We had breakfast and one dinner in the resturant -- passable, not great. The room service breakfast was a decent value.The key thing about the hotel -- location, location, location. The place cannot be beat when it comes to proximity to Duval Street, the museums, etc.

just a dream

by A TripAdvisor Member

we have been to key west several times. we have found that the hilton is the best place to stay. if you can afford 800.00 to 1,200.00 per nite the island cottages may be more for you. the hotel itself is nice with several different room styles. there are great views but be prepared for your view to be obstructed all day by cruise ships. that's really the only drawback. the staff seems helpful allthough beware of the maids. we had a few items stolen from us from what was obviously the maid. we asked to have our jacuzzi's washed with bleach. I tipped the maid 20.00. I thought that was enough, evidently she didn't. I also tipped 20.00 everyday for the maid to clean our suite. I thought that was enough, evidently she didn't. a couple small items were missing but I guess that could happen anywhere and would hate to tarnish this fine establishment with one bad apple. I guess another drawback is the pool, it's a bit small. but what's worse is the lounge chair problem. the usual ruddies go and claim their chairs early and are quite rude about it. next time I'm bringing crazy glue so they can really stick with their chairs. you must have dinner on the island, it's an experience not soon to be forgotten. I look forward to returning in a few weeks !
Barefoot !!

Location and convenience top the list

by TripAdvisor Member Leisureboy

Our stay was the beginning of March 2004 and we were impressed mostly with the location and convenience. The hotel is in close proximity to practically EVERYTHING. Our room was a standard pool view on the third floor which afforded a partial ocean view as well. Adequately spacious with expected tropical flair to furnishings. A small balcony with round table and two chairs allowed leisurely views of the sunset and pool below. Expect festive island music each night with the Sunset Celebration which ends at sunset. Clean, neat and mostly quiet. Not luxurious but comfortable. The breakfast buffet and other meals were adequate but not gormet. The water taxi to Hilton's private island (Sunset Keys) is a wonderful for a seclusive beach experience and a nice lunch or dinner. The concierge was pleasant and efficient, providing all recommendations and reservations for local hot spots. We enjoyed the restaurants Martins and Bacchus. There are certainly other hotel and bed/breakfast establishments that may offer a more intimate and charming experience for possibly less money. This establishment is a good choice for first timers to Key West who want something established and consistent. It is also a good choice for location and convenience with helpful concierge services.

PARADISE!!

by A TripAdvisor Member

My husband and I just returned from Key West and it was an amazing vacation! The Hilton is a gorgeous hotel and is very, very clean. The staff was very nice and courteous. The Hilton is very close to the sunset celebration and offers several GREAT spots to watch the sunset.

Our favorite places to eat were Turtle Kralls, Flamingo Cafe and Two Friends Restaurant.

The best way to get a feel for the layout of the island and to see all of the historic places is to take the Conch Tour Train. The cost was $20 per person, but the money was well worth it! The tour guides are very good. The tour is 90 minutes long, but it was very enjoyable!!

We had a great time in Key West and hope to return some day! I highly recommend this vacation spot to everyone!! (Although, I don't think it is an ideal place for kids.)

On the road to Key West & Fantasy Fest 2006

by TheTravelSlut

"The road to Key West is paved with good intentions"

Coming from the Tampa area, I drove south on Interstate 75 to Naples and the west end of the Everglades and then drove east 100 miles to the top of the Florida Keys near Homestead & Florida City where 130 miles of Highway 1 (the Overseas Highway) led me to Key West and concluded at Mile Marker 0, 90 miles from Cuba and the southernmost point of the mainland U.S.A.

With the Atlantic on my left side (east) and the Gulf of Mexico/Bay of Florida on my right (west), the adventure began in in Key Largo where I spent the night and visited friends before continuing south to Key West.

The Highway only has a handful of stoplights along the way and the trip can be as fast as the speed limit allows (about 2.5 hours) or it can take as long as you like depending on your stops. There are many things to see and do along the way.

"Watch out for hazards & landmarks along the way"

It is easy to be distracted by the shimmering and inviting aqua blue-green waters so--watch the road if driving and be sure to watch speed limits--especially during major events like Fantasy Fest where hundred of law enforcement officers are sent to Key West and all along the Keys to manage traffic and other related problems.

Also, there are some passing lanes--use them if you must--but remember that time does slow down once in the Keys and that should be both expected and desired.

Again, there is much to see and do and there is lots of history in the Keys. Some of it is folklore, some of it real and most of it embellished, which makes for better stories.

Regardless, the people are genuine, friendly, and independent.

"Arrival in the Conch Republic"

Coming into Key West's "new town" at the north end of the island, is a culture shock after driving the previous 50 miles or so. Key West is modern and developed and mostly recovered from 2005's devastating Hurricane Wilma.

It was the resolve of the people here that returned Key West to its former self.

Travelling along Highway 1 (now called North Roosevelt Blvd. and at mid-town, Truman Avenue), you will start to see the signs of the Fantasy Fest celebration as many decorate their homes and businesses in the colors or theme of the event.

This year's theme was : " Key Weird on the Dis-Oriented Express" and the fest was from Oct. 20 to Oct. 29.

"Monday-Leather & Fetish @ Kelly's Kinky Karnival"

Each night, Fantasy Fest offers a theme or main party location.

Monday night featured a "Dungeons & Dragons" leather fetish party @ the 801 Bourbon St. Bar. It was not uncommon to see dozens if not hundreds of people dressed in leather or latex or some variation for this party or the many others featured in non-sanctioned venues.

Personally, I attended the leather-fetish party @ Kelly's Caribbean Bar & Grill which again hosted Kelly's Kinky Karnival. This was definitely not the place for anyone shy or timid.

I am sure that many of the people in attendance were amazed at the costumes and antics of the crowd. Words cannot describe here what you might see so you will have to use your imagination.

"Tues. night--Plaid Nite & bodypaint @ Capt. Tony's"

Tuesday night has several parties throughout Key West and this is good as it keeps crowds down & separated, not crowded & congregated.

Remember, depending on the statistics used, Key West grows from a town of 25,000 to 100,000 for Fantasy Fest as crowds are estimated to be from 50,000-75,000 primarily situated on a two mile section of town called Duval Street.

Tuesday nights festivities included everything from an 80's Flash Back Dance Party at Fat Tuesday's to the 24th annual Headdress ball at the clothing optional Atlantic Shores resort. The Westin features a concert, there is a free poster signing party at La Concha Hotel and Capt. Tony's Saloon highlights the evening with its 'Party in Plaid" event. That is where I spent a good portion of my evening.

"Wednesday night-Red Night @ Fogerty's & elsewhere"

Wednesday night the crowds really start to arrive and Duval Street is blocked off to allow only pedestrian traffic late at night.

There is a two block long section of Duval which is labeled the "Fantasy Zone" where open containers of beer, wine or alcohol are permitted and flow freely from bars and vendors. I often try to use vendors that use a portion of their proceeds for local charities.

The theme for the night is "Red" and Fogerty's & Flying Monkey's is the place to be although other events are also fun including:

Pet Masquerade & Parade at the Westin Key West resort
Celebrity Look-a-Like contest @ La Concha
Cheeseburger's Feeling Lucky Luau
Rock till you hit Bear Bottom Party @ Bear Bottom Beach Club
Beach Party @ Hog's Breath Saloon with world famous Homemade Bikini Contest

All the while these official events are occurring, many bars and saloons feature their own party theme and of course, thousands of people flock into the streets and sidewalks of Duval where people-watching takes on a new level.

"Thurs. night-Toga @ Sloppy Joes & everywhere else"

This year I left Fantasy Fest early and missed the weekend events so Thursday night was my final night of fun and partying (until I went home to host over 100 friends and neighbors to a Halloween blowout party :-)

Thursday nights theme is Toga and there are thousands of togas and variations of them everywhere in Key West. After all, they are likened to party time, easy to make or buy, and they feel great!

Fantasy Fest features several events throughout old town including Nightmares in Dreamland @ the Atlantic Shores resort; Pretenders in Paradise costume contest (where the prize money is $10,000) at the Pier House Resort & Caribbean Spa; the new Freekfest Ball & Fetish Contest at Big Daddy Conch's (very explicit); Monsters Ball at the Green Parrot Bar and of course, the famous (Hemingway used to hang out here) Sloppy Joes 23rd annual Toga Party with a $1,000 cash prize.

Again, the Duval Street becomes an event in itself with thousands of people costumed and as many taking photos or just watching.

Cruiseship passengers that happen to be in port for the week sure get an eyeful.

The remainder of the festival has many events both Friday and Saturday night with Friday's highlight being the Duval Street Fair, Masquerade March and Pimp N Ho party while Saturday night features a Bourbon Street Tea Dance, Bodypaint Contest @ the Green Parrot and Captain Morgan Fantasy Fest parade where 70,000 onlookers and 50+ floats are all part of the celebration's pending conclusion.

Sunday night, the town almost returns to "normal" and has a children's day at a local park, a dance Party @ Atlantic Shores called "It ain't over till the fat lady sings" and followed by the Parrotdise Bar & Grill Happy Hangover Party on Little Torch Key.

"Friday-time to escape the crowds & back to reality"

The drive back home or the flight back home is always a challenge. Between hangovers, crowds, and general dismay about returning to reality, leaving Key West and Fantasy Fest is tough except for the knowledge that the next Fest is less than 360 days away!

On my particular drive back, I stopped to see the alligators, mail a postcard to a VT member from the USA's smallest post office in Ochopee and checked out some Everglades airboat rides for future trips.

All in all, a great 6 day, 5 night adventure.

Photos

The Westin Key West Resort & MarinaThe Westin Key West Resort & Marina

Forum Posts

Key West bound with teens - any info on the Key West Hilton Resort and Marina?

by rickd11


We're bringing our teenagers (15 and 17) who might like a little away time from
us. Can we safely let them loose for a few hours? Are there enough water
sports and such in the area that we can do together during the day?

Any suggestions on restaunts?



RE: Key West bound with teens - any info on the Key West Hilton Resort and Marina?

by RovingWyvern

Yeah, just let them loose. In the daytime, go on a snorkeling tour, other water tours, or other activities. At night, walk along that one main street with all the bars and shops.

I went to the John Mennekap(spelling?) tour, but there are many other tours operators around.

RE: RE: Key West bound with teens - any info on the Key West Hilton Resort and Marina?

by grandmaR

John Pennecamp State Park is all the way at the other end of the Keys from Key West - up by Key Largo. If I wanted to drive up the Keys from Key West for snorkeling, it isn't necessary to go any farther north than Bahia Honda State Park.

I've not felt that Key West was unsafe, although just like everywhere, late at night there are some places to stay away from (like 2 am). But your teens wouldn't be out then anyway.

There are plenty of water sports - jet skies, parasailing, kayaking, snorkeling, diving, and fishing.

There's also three or four historic forts (East Martellow tower which is a museum, West Martello tower which is run by the garden club and is free for a donation, Fort Taylor which is a state park and has one of the best beaches in Key West plus the fort to explore, and Fort Jefferson in the Dry Tortugas, which is a ferry ride away - that's where Dr. Mudd was imprisoned after he helped John Wilkes Booth), the lighthouse to climb, a variety of historic homes and houses (the oldest house Wrecker's museum (recommend), the Audubon House, the Truman Whitehouse (do not recommend), Hemmingway's house, etc) and various other places like the aquarium (recommend), the butterfly conservancy (recommend), the sunset celebration, the Conch train, the free turtle museum, the overseas railway museum etc.

Restaurants - depends on what you want - for gourmet eating, I liked Alice's (although I thought it expensive) and Martha's (out by the airport). Kelli's is OK, as is Loonies (which is a bit funky - it is at the Blue Lagoon). The Key West diner might be good if your teens are boys as it has a lot of buffet all-you-can-eat which if you eat a lot are a good deal. We've also been to the Turtle Kraals which is reasonable for lunch, but expensive for dinner) and ditto some of the other restaurants around Mallory Square.

Under NO CIRCUMSTANCES go to Capt'n Bob's Grill.

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 The Westin Key West Resort & Marina Key West

We've found that other people looking for this hotel also know it by these names:

Key West Hilton
Key West Westin
The Westin Key West Resort And Marina
The Westin Key West Resort & Marina Hotel Key West

Address: 245 Front Street, (formerly Hilton Key West), Florida, 33040, United States