72 Hours in San Francisco

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The ideal approach to enjoying a gay long weekend in San Francisco

San Francisco may just be the most talked-about and dynamic gay and lesbian destination in the world. But with so much to see and do, how do you make the most of a short visit to the City by the Bay?

You’ll want to soak up the culture of cool neighborhoods like the Castro and the Mission. You can’t leave without glimpsing the must-see attractions, such as the Golden Gate Bridge and the beautifully redesigned de Young Museum.

And then there are the incredible restaurants, serving everything from fresh-harvested oysters to bountiful organic salads to decadent chocolate desserts.

Here’s one approach to enjoying a long weekend in San Francisco, ideal for both first-time and repeat visitors.

You might begin by purchasing a San Francisco CityPass, which you can order online before you go.

The pass, which costs $89 per person (2017), provides free admission to several of the city’s most prominent attractions as well as seven days of unlimited travel on the Cable Car and Muni bus and train network and sightseeing boat excursions on the city’s Blue and Gold Fleet.

Attractions included:

  • Entrance to either the Aquarium of the Bay or Monterey Bay Aquarium
  • Entrance to either the Exploratorium science museum or De Young Museum of Art
  • Entrance to the California Academy of Sciences

Related: Great Places to Stay in San Francisco

One of the best times to visit San Francisco is of course during the gay parade:

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Friday Night
Hayes Valley, a central neighborhood that’s easily reached from downtown or the Castro, has several fun, low-keyed restaurants, perfect for your first evening in town.

One of the best is Cafe Delle Stelle, which serves superb, reasonably inexpensive Italian fare. Although you could survive on the rich Tuscan bread that comes with your meal, you’ll want to sample the delicious homemade pastas and traditional Italian dishes, ranging from polenta with roasted portobello mushrooms to roasted pumpkin ravioli with sage butter.

From here it’s a 15-minute walk to the Castro, where you can check out the dozens of lively gay bars and clubs, including such neighborhood faves as the bustling and youthful The Cafe, popular dance/video bar Badlands, and the friendly neighborhood bar Moby Dick.

The laid-back Pilsner Inn, and the hip Q Bar, which draws vigorous, young crowds on the weekends, are also great choices.

Or if you’re walking back toward downtown, you can peek inside one of the bars that still line Polk Street, a longtime gay-nightlife hub in the ’70s and ’80s that has only a few nightspots left these days.

Good bets include the Cinch Saloon, a mellow neighborhood joint, and Gangway, the oldest gay bar in San Francisco.

Saturday
In the morning, head to the Castro to explore this famous gay neighborhood during daylight hours.

The best way to learn of the area’s rich history is by taking a walking tour with Kathy Amendola, of Cruisin’ the Castro Historical & Cultural Walking Tours.

Amendola leads visitors past the Pink Triangle Park & Memorial, the residence of slain gay icon Harvey Milk, and the ornate and historic Castro Theatre.

The tours leave at 10 a.m. and are also offered Tuesday through Friday (9 a.m.).

After the tour, set aside some time for shopping. The Castro has grown up over the past decades as a sophisticated retail neighborhood, with everything from high-end clothiers and boutiques to adult gift and bookshops.

Then walk (about 30 minutes) or take Muni over to lush Golden Gate Park to visit the de Young Museum, which has a distinctive copper exterior and a dramatic 145-foot observation tower that looms high above the park’s leafy trees.

Spectacular collections of American paintings and sculptures, African art, and textiles fill this beautiful building.

Saturday Night
The Mission District is a great neighborhood for dinner, with the Foreign Cinema ranking among the top picks.

This romantic dinner destination creates awesome dining experiences for the palatte and the senses, serving guests in a lovely courtyard that projects classic foreign films on the walls.

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Limon is another superb choice, serving kicky Latin fusion fare and tangy sangria.

If you’re up for nighttime fun, you can always head back to the Castro, or if you’re a serious clubber, take a cab to the trendy SoMa neighborhood, where you’ll find the famed Powerhouse and Stud discos.

Here you will also find raunchy fetish and leather bars like the lovably sleazy Hole in the Wall Saloon and the rough-and-tumble SF-Eagle, which brings in live bands many evenings.

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Sunday
Walk or take Muni northeast along Market Street for a leisurely late breakfast or early lunch at the Ferry Building Marketplace, a gorgeous 1898 former transportation hub that was converted a few years ago into fabulous food shops and restaurants.

There’s also a farmers market held on the grounds on Sundays, from 10 a.m. to 2 p.m., spring through fall.

Order a tender ahi burger and garlic fries at Gott’s Roadside, before devouring a few scoops at Humphry Slocombe – a San Francisco hot spot and definitive trendsetter in ice cream innovation.

Next, take Muni along the Embarcadero to Pier 41.

This is a touristy part of the city, adjoining Fisherman’s Wharf and its slew of annoyingly kitschy shops, but from Pier 41 you can use your CityPass to take a free one-hour Blue & Gold Fleet boat tour of San Francisco Bay.

This is the quickest and easiest, and arguably the most interesting, way to get a sense of why San Francisco ranks among the most beautiful cities in the world.

These narrated tours pass under the Golden Gate Bridge, by the tony towns of Sausalito and Tiburon, and around the infamous former prison, Alcatraz.

Sunday Night
Head to one of the Castro’s hottest gay-date spots, Catch, which serves addictive french fries tossed with Parmesan cheese and white-truffle oil as well as a dandy grilled monkfish with herb-mushroom risotto.

Or for a more casual experience, go to Harvey’s who serves a full menu of hearty options before the bar crowd shows up.

Monday
Depending on the exact time of your departure, you can set aside Monday to check out a neighborhood you hadn’t sufficient time to explore, such as SoMa, home to outstanding San Francisco Museum of Modern Art (SFMOMA).

Or perhaps spend a little time browsing Macy’s, Gump’s, or any of the hundreds of fine shops around Union Square.

You can break for lunch at Townhall, a superb contemporary American restaurant set inside a vintage SoMa warehouse, where you might sample duck-confit enchiladas with tomatillo sauce, or a poached-shrimp club sandwich with bacon and heirloom tomatoes.

Where to Stay
A splendidly restored 1909 Edwardian mansion straddling the Castro and Mission neighborhoods, Parker Guest House is the Castro’s most spectacular inn.

Guests make considerable use of the lavish public areas and appreciate the antiques, rich fabrics, and modern conveniences (WiFi, voicemail) in the 21 sun-filled rooms. Paths wind through extensive gardens and lawns.

Parker Guest House
Parker Guest House

A more affordable Castro option is the Willows Inn, whose 12 cozy, warmly furnished rooms share four bathrooms and four separate shower rooms but have all the other charms and comforts you’d expect of a far pricier small hotel.

Both properties draw a mix of lesbians and gay men.

If you’d prefer to stay downtown, consider booking a room at one of the several hotels run by the gay-friendly Kimpton or Joie de Vivre hotel chains.

Favorite Kimpton properties include urban chic The Buchanan, a sultry, historic revival hotel which features a sophisticated, residential flavor with artful touches.

And with its Beefeater doormen, a grand lobby, and a killer location just steps from Chinatown and Union Square, the four-star Sir Francis Drake is a San Francisco regal icon.

Joie de Vivre offers a range of great hotels, like the ultra-chic Hotel Vitale, which opened in 2005 across from the Ferry Building Marketplace and is best-known for its nifty Panoramic Suites, with 180-degree views of San Francisco Bay.

Hotel Carlton is a boutique hotel in San Francisco’s Lower Nob Hill with an eclectic decor and laid-back, eco-friendly vibe.

Hotel Phoenix’ funky space, wedged between San Francisco’s gritty Tenderloin district and its iconic Civic Center, incorporates ’50s architecture and design, artwork by local artists, and a tropical courtyard and heated pool in an atmosphere that feels both chic and unpretentious. 

In this city known for its swank and sumptuous hotels, the biggest challenge you may face during a three-day visit is finding the motivation to leave your cushy guest room.

Related: Touring the Napa-Sonoma Wine Country

How to Tell People That You’re Gay

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When is the right time to come out and how do you tell that you’re gay?

Dear Max,

What would you do?

I’m a college student and at the start of last school year I got two new roommates.

I’ve had roommates before, but this is the first time that I’ve grown so close (personally) with my roommates.

I’ve noticed that, lately, my relationships with both of them had stalemated, but I didn’t know why.

While coming back from a walk, I accidentally over-heard that they know I’m gay.

They still don’t know that I found out that they know I’m gay.

Now I understand why my relationships had grown stale (because they’re hurt and they think I don’t trust them).

The year is ending and I don’t want these friendships to end, but I’m too afraid to come out.

Ever since I realized that I’m gay, I’ve haven’t been able to reconcile my life with it.

As a result, I’ve never volunteered to tell others that I’m gay; but I have admitted to it when I was cornered, or pushed into coming out.

There are still some issues I need to figure out. How can I tell them so that they’ll be comfortable with it when I’m not even comfortable with it?

-X

Related: I’m in Love with a Boy at School

Dear X,

I actually had a friend like that once. Everybody knew he was gay but it took him years to come out, also to me even though he knew I was gay.

It’s always scary to expose yourself and come out to someone but I don’t think you should be too concerned since they already know. And they’re still your friends even though they may be a bit uncomfortable and standoffish.

The way I see it there is a few different approaches to how you can handle this.

Just tell that you’re gay

You can be totally upfront and tell that you’re gay right away. All you have to say is that you overheard them talking about you and your sexuality and that you are in fact gay. Tell them that you needed to be comfortable with yourself first before telling them.

Let them mind their own business

You can just keep on going like you do today. Remember, it’s your life and it’s entirely up to you if and when you want to come out. Don’t feel pressured to come out if you don’t want to.

Enjoy the ride

Or you can have a bit fun with it. You know that they know that you’re gay. And they’re still your friends. How obviously gay can you be before they actually ask you straight out?

The last option is a bit risky though so it may be best to just keep it simple and move on with your life.

Good luck!

Related: I’m Scared of Telling Them I’m Gay

Elton John didn’t come out completely until he was 41 and now he’s married to his long time partner David Furnish and has two kids.

Meet New Gay Horror Couple Pennywise and Babadook

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Twitter users are going crazy over the idea of the ultimate gay power couple, Pennywise the Clown and The Babadook

Pennywise is the super scary star of the recently released horror film, It, played by Swedish actor Bill Skarsgard.

It all began after Twitter @starkrhodey received some got some hate in his twitter box.

Related: Anti-Gay Politician Is Gay Kiss Tweet Bombed

Twitter user @starkrhodey posted about Pennywise supporting gay rights and was targeted by another Twitter user.

@starkrhodey clapped back with the phrase that started it all: ‘pennywise and his boyfriend the babadook are offended by you sir.’

That was when the tweets and the fan art started, writes GayStarNews.

Related: ‘Justice League’ Star Ezra Miller Kisses Fanboy at Comic Con

Anti-Gay Politician Is Gay Kiss Tweet Bombed

What to do when a politician spreads his anti-gay rethoric on Twitter? Well, Twitter decided to bomb him with gay kiss pics!

Conservative Twitter users created the hashtag #moggmentum on Twitter in order to promote Jacob Rees-Mogg, a UK politician who is predicted to become the next leader of the country’s Conservative Party.

The Conservative MP has voted strongly against gay rights and equal marriage, aand has said “Marriage is a sacrament and the view of what marriage is is taken by the Church, not Parliament”.

Related: Gay Marriage: From Forbidden Fruit to Law of the Land

But Twitter user Alex Andreou does not exactly agree with his views. In a tweet, he wrote: “Wouldn’t it be a DREADFUL thing, if homophobic leadership wannabe Jacob Rees-Mogg’s hashtag #moggmentum was totally swamped by homoerotica?”

And Twitter users responded instantly with bombing the conservative Twitter group with same-sex kisses to gay marriages started flooding the hashtag with stuff we like to see:-)

We love it, and hope all LGBT Twitter users join in on the campaign!

Related: Aaron Carter Comes Out as Bisexual on Twitter

Assessing His Boyfriend Potential

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How do you know if the guy in front of you is ‘The One’?

You sit on the lumpy lounge chair at the local coffee shop, sipping your cappuccino while trying to look occupied reading today’s local newspaper, your eyes periodically shifting to the front door of the shop, hoping to catch a quick glance of the man you’ll be meeting for the first time.

You’ve had a million first dates, it seems, but the nervous anticipation and excitement always seems to show itself through your sweaty palms and rapid heartbeat.

What will this meeting be like? Could he be ‘The One?’

Related: 5 Steps to Scoring the Hottest Guy You Know

Even though your blood’s pumping at the prospect of meeting someone new, you feel confident and relaxed within yourself as you approach this situation.

You’ve worked hard to be a good, upstanding man and you recognize that you’re a “good catch.”

You’re comfortable with who you are and you have a solid vision for what you’re looking for in a potential mate, having taken the time to craft a dating plan that emphasizes your personal needs, wants, values, and requirements in a relationship and partner.

Your first date here is an opportunity to meet and get to know a new person with no expectations of outcome.

You are going to be yourself, knowing that this isn’t about performance, and you’ll have a chance to briefly gauge whether this man possesses some of the traits and qualities that you seek in a Mr. Right.

Your thoughts are interrupted by the presence of the handsome creature that now stands before you.

You both shake hands as you greet, smiles beaming, and he proceeds to sit down to begin the get-to-know-you dialogues.

Who is this man sitting across from you? Is he boyfriend potential?

While compatibility largely rests on the goodness-of-fit between the two of you with your relationship visions and attraction/chemistry, this article will pose some provoking questions for you to track the answers for when you begin your dating quests with new people and learn about whether they’re your “type” or not.

These questions can act as guideposts through your dating journey. And remember, the answers you obtain do not reflect upon this person as being “good” or “bad.”

The answers are simply used as a way to help you quickly determine if this individual matches with your personal requirements so that you can make informed choices that will promote your achieving a successful and lasting relationship with your Mr. Right.

The First Date Evaluation

Generally speaking, first dates are usually better structured when they’re short, focused, and allow for lots of dialogue.

Learn as much as you can about this person so you can begin the process of “sizing up” his compatibility with your vision and needs.

According to David Steele, founder of the Relationship Coaching Institute, there are four critical skills that singles must possess during their life partner quest. Two of those skills are relevant to our discussion here.

“Sorting is the process of quickly determining if someone you meet has future potential. A successful single is able to initiate contact with people and in conversation get enough information within 5 minutes to know whether they want to get to know them better or move on.

“Think of ‘working the room’ at a party. Screening is the process of getting enough information to determine if a prospective partner meets your requirements or not. Since requirements are relationship breakers, all of them must be met.

“Getting this information can occur over the telephone, by e-mail, over coffee, or taking a walk. If you are looking for your life partner, you can’t afford to explore dead ends; and it is important to get this information BEFORE you date them and get involved.” (Steele, 2002)

While it’s impossible to get the full scope of a person on a first date, you should be on the lookout for any possible “red flags” that would halt the possibility of a second date.

Or perhaps he will have inspired some intrigue in you to invest further in getting more acquainted with him.

So when conversing with the man sitting across from you, think about some of the following points to help you ponder how you’d like to proceed with this particular gentleman:

1. What is your immediate reaction upon seeing your date? How do you feel? Do you find him physically attractive and inviting? Does he appear to take care of himself and have good grooming and hygiene?

2. Does he maintain eye contact with you as he speaks or is he looking around the room at the other guys (very disrespectful!)?

3. Does he appear attentive and genuinely interested in what you have to say? Notice his body posture and whether it’s open or closed.

4. Does he display a good sense of humor and is he able to laugh, relax, and have fun with your interaction? Does he exhibit good verbal and social skills or seem stiff and have difficulty maintaining and initiating conversations?

5. Is there a good balance between his talking about himself vs. his asking you questions about yourself? Or does he monopolize the time talking only about his life? Or does he not engage in any self-disclosure at all?

6. How are his manners? Is he polite, thoughtful, and considerate? Based on your first impression of his manners, would Mom approve of his behavior? Do you feel comfortable being with him or do you experience embarrassment by his behavior?

7. What does he talk about? Notice any themes? Does he seem positive and upbeat or negative and pessimistic? When he talks, does he seem judgmental, petty, and put down other people or himself?

8. Does he seem to have goals, aspirations, and ambitions? Does he exude excitement about life and possibilities? Is he passionate? How well-rounded does he seem? Does he have varied interests and hobbies, have an active lifestyle and seem reasonably intelligent and able to converse about a variety of topics and current events?

9. Does he place a lot of emphasis on sex during your time together? If so, this may be a priority for him and it’ll be important to ensure what type of relationship he’s seeking (casual sex or dating) so you can decide if this fits with your needs.

10. At the end of the date, how would you rate the experience and your interest on a scale from 1 to 10, 10 being the highest? Is there chemistry? Do you feel drawn to him on multiple levels?

Food For Thought

There are, of course, many other questions and criteria you may have, but these points may be a good starting point to launch from on a first date.

There tend to be three types of personality styles that men can bring to a first date situation.

One are those men who are on their best behavior to try to impress you, gain your approval, or please you to compensate for perceived weaknesses they have so they can ‘snag’ another date from you.

Another type are those men who struggle with shyness, anxiety, and insecurity, so the behavior they display during the date may not actually be reflective of who they really are until they feel more comfortable.

And then there are those who present their ‘real self’, an accurate portrayal of who they really are.

It may be helpful to keep this in mind when deciding about whether to transition into an exit or for an invitation for another date.

Conclusion

Knowing who you are and being clear on what you want is critical during your time in the dating pool.

This knowledge will take you far in weeding out those men who may not be particularly good matches for you and will save you a lot of time, energy, and frustration.

You may need several dates with someone to assess their potential and you may find during the process that some of these men may be more suitable as friends – another addition to your support network!

Thinking too much about these questions can be distracting, so try to avoid being “too much in your head” during the date.

Analyzing and being too cognitive will take away from your date, causing you to miss certain cues during the interaction that would be important and lead you to not focus on being a good listener.

Be fully present with your date and enjoy the experience, no matter how it turns out because you will have still learned something.

Additionally, try to turn the above questions back on yourself and assess how these factors apply to your style.

These questions may provide clues about the areas of your life and personality that are strengths and weaknesses and can be a tool to help you develop goals for self-improvement to make yourself even more ‘dateable!’

Related: How to Kick-Start Your New Life

Tom Daley has said that he fell in love with his husband Dustin Lance Black just minutes after meeting him and Dustin has admitted it was the same for him.