5 San Fran Dates You Knew Were Cool Before Anyone Else

July 11, 2016

San Francisco: the happy, hill-y, hipster hub of the nation. Home to hybrid cars, endless bikers, and loads of beanies, every bend and mountainous rise in pavement is full of culture and character.

But the hipster scene can be tough -- with so many people out there trying to to forge their own path, even the artsiest of artsy things can slip into becoming the dreaded “mainstream.” There can only be so many hoodie-wearing, camera bearing people walking around on the street before it just becomes commonplace.

But don’t let this be true for the SF dating scene. Sure, a sail on the Bay or a hike through the woods might seem like an “out of the box” idea at first, but trust us, every entrepreneur-techy-startup person in SF -- and there are a ton of them -- has been there, done that.

Relationships are hard, especially in San Fran where the these techy types like to spend more time coding and building businesses than building relationships. But with the right date, you’ll find the right boo thang in no time. So let us help you with a list of dates you can claim you knew were cool before anyone else. Sayonara, San Fran Bay sail.

(15 activities)
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    Stand-up Comedy Show

    (9)
    If you love to laugh and drink alcohol, there's no better place to spend your evening than The Setup. Indulge in a night of underground comedy in the heart of San Francisco, a city known for incubating the absurd oddities and genius of the famous freaks! shoutout to Robin Williams and Margaret Cho! You'll get to see a variety of established comedians as well as local up-and-coming stars! The Setup will ensure your stand-up comedy show experience is like no other!
    Stand-up Comedy Show

    222 Hyde St , San Francisco

    • Enjoy a night of underground stand-up comedy in the heart of the city
    • Watch a mix of hilarious pros and rip-roaring amateurs take the stage
    • Come early for cheap drinks and awesome seats
    • Indulge in a memorable comedy experience -- San Francisco style
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    9 positive reviews
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    Sunset Sail on San Francisco Bay

    (25)
    Out on the waters of the bay, the majestic sinking sun is just the start when it comes to natural beauty. Feel the rush of the sea breeze in your face as you sail by the San Francisco skyline as it twinkles to life. Capture breathtaking sights going UNDER the Golden Gate Bridge, around Alcatraz, and by a colony of grunting sea lions. Or, if you'd rather protect your hairdo, take in the majestic views from the vantage point of the 360 degree protected viewing area. You can even combine the beauty of the harbor with the thrill of flight, as you lounge on a raised canvas net. You'll enjoy snacks and two complimentary drinks as the awe-inspiring Golden Gate Bridge lights up the night. Soak in the Bay Area's unique beauty in style and comfort!
    Sunset Sail on San Francisco Bay

    Pier 39, San Francisco

    • Experience the Bay Area at night with a beautiful sunset sailing tour
    • See stunning iconic landmarks like the Golden Gate Bridge, Alcatraz, and the sea lions of Pier 39
    • Feel the wind in your face or take it all in from the comfort of a protected viewing area
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    25 positive reviews
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    North Beach Walking Pub Tour

    (8)
    From Beatniks to the Blues masters, drunken sailors, hardened fishermen, and karaoke kings, North Beach is full of colourful, local identities and fanciful folk heroes. Find out about them as you tour the best bars in San Francisco with an engaging and knowledgeable local guide. You'll rub elbows with literary masters, sip an Anchor Steam ale (or a local wine), and learn about North Beach's colorful history. It's a perfect way to get the inside scoop on one of San Francisco's most vibrant neighborhoods.
    North Beach Walking Pub Tour

    255 Columbus Ave, San Francisco

    • Take a fun walking tour of North Beach's best pubs
    • Learn about the neighborhood's colorful and storied past and present while you sip a local brew
    • Walk away with new knowledge of a fascinating area and a list of great bars and cafes
    • Enjoy a perfect way to find the best local hangouts
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    8 positive reviews
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    Painting Class

    (6)
    Dab, sip, stroke. Repeat, til masterpiece status is reached. At Canvas and Cabernet, you'll combine 2 of life's pleasures: Painting and wine. With the help of an expert instructor, you'll emulate the night's painting of choice, while still putting your own unique spin on your work. As the night progresses, both in terms of your developing technique and the wine you've been consuming, don't be surprised if your painting starts to look pretty good. The next morning though? Who knows.
    Painting Class

    1421 Locust St, Walnut Creek

    • Learn to paint by creating a facsimile of a beautiful work, all the while drinking fine wine
    • Let the alcohol loosen up your creative muscles, and see what your art skills look like while uninhibited
    • Take home an artistic masterpiece that bares your distinct style
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    6 positive reviews
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    San Francisco Bay Sunset Cruise

    (2)
    Take the ultimate sunset cruise, California-style! Relax as you enjoy amazing views of San Francisco and a hearty appetizer buffet during this casual two-hour cruise of San Francisco Bay. The sailings are timed to coincide with sunsets; the Sunset Bay Cruise departure time and route will differ to the Twilight Cruise which sails during the winter months. With live commentary by the captain and cool background music, this cruise is a wonderful way to explore San Francisco Bay at twilight during late March through early November.

    As the sun begins to set over the Marin Headlands, you'll cruise past Alcatraz, Angel Island and the shorelines of Tiburon, Belvedere and Sausalito. Watch the sun setting over the Pacific Ocean as you sail west toward the Golden Gate Bridge. On your way back to Fisherman's Wharf you'll see many more famous sights, including the Presidio, the Marina District and Fort Mason.

    During the cruise, enjoy an assortment of vegetarian, turkey and roast beef sandwiches, antipasti, crudite with dip, potato and Caesar salads, seasonal fruits, freshly baked miniature desserts, and a complimentary beverage.

    A full bar with drinks and merchandise is available aboard. All cruise vessels offer indoor and outdoor seating, and restrooms. There is no assigned seating or formal dress required, come as you are for an evening of relaxed sunset sailing! Vessels operate on bio-diesel, a renewable energy source. In the winter, the cruise changes its itinerary to make the most of the spectacular city lights view of San Francisco. As the sun sets over the horizon, you'll sail past San Francisco's modern skyscrapers, historic landmarks, the infamous island of Alcatraz and both the Bay Bridge and Golden Gate Bridge.

    Your evening of breathtaking San Francisco views will be accompanied with live guitar entertainment, hearty buffet of sandwiches, salads, dessert, and a beverage from the bar.

    Whether you are enjoying the skyline views from the ship's heated indoor spaces or out on the outdoor viewing decks, the city lights are an unmissable San Francisco attraction.
    San Francisco Bay Sunset Cruise

    Pier 43, San Francisco

    • Sail on a cruise along the spectacular San Francisco city skyline under the setting sun
    • Take superb photos of the historic Alcatraz Island, Sausalito and the Golden Gate Bridge
    • Indulge in a hearty hors d'oeuvres buffet of different assortments, along with complimentary drinks
    • Hear live commentary by the captain and enjoy the smooth background music
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    2 positive reviews
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    Napa Valley Wine Country Semi-Private Limo Tour

    Join this semi-private limousine tour of Napa Valley and experience VIP service at an affordable price! Tour wine country in a luxury stretch limousine, enjoy a gourmet picnic lunch (if option selected) from a renowned local restaurant and experience a full day of wine tasting in one of the world's most famous wine regions. Visits to four boutique wineries are included on this semi-private tour, which operates with a group size of less than 10 people, ensuring personal and intimate service throughout the day. After you've visited your first two Napa Valley wineries, your limousine tour continues with a wine country lunch in a hidden-gem location, which may be among vineyards, garden terraces or in a wine cellar, depending on the weather. The delicious and hearty lunches are served family style, allowing everyone to pick and choose from a delicious variety of sandwiches, side salads and desserts. Don't forget to wash down lunch with a glass of Napa Valley wine!

    After lunch, visit two more hand-picked wineries in Napa Valley. This tour is great for first-timers, but is also ideal for the repeat Napa visitor, as it is customizable to your group, and the itinerary changes daily based on your group's unique dynamic and previous tasting experiences.

    Throughout the tour, you will learn about the local history and geography that makes Napa famous among wine lovers and foodies worldwide. As you travel from winery to winery, take pictures of the valley's idyllic scenery, unique artwork, beautiful landscaping and charming architecture. If you're staying in San Francisco, this tour offers pickup and drop-off from the Vallejo Ferry Terminal. Ferries depart from San Francisco's Ferry Building at 8:30am, with a travel time of approximately 1 hour.
    Napa Valley Wine Country Semi-Private Limo Tour

    Napa hotels or Vallejo Ferry Terminal, Napa & Sonoma

    • Tour Napa Valley in a luxury stretch limousine
    • Enjoy a gourmet picnic lunch and a full day of wine tasting
    • Discover the Valley's idyllic scenery, unique artwork, and charming architecture
    • Learn about local history and geography that makes Napa famous among wine lovers worldwide
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    Norcal Coastal Seaplane Tour

    (17)
    This 60-minute flight will take you over the splendor of the greatest city in the U.S. - San Francisco! Take off from a sea base in the lovely bayside village of Sausalito, just across the Golden Gate Bridge. You'll traverse beautiful Marin County on your way out over Tomales Bay, where Sir Francis Drake himself likely landed over a century ago. Cruise on over to the Pt. Reyes National Seashore, keeping your eyes peeled for frolicing porpoise and whales along the way until you round the breathtakingly scenic Pt. Reyes Lighthouse. The path continues along the incredible Northern Californian coastline above Highway One and finally back over the legendary Golden Gate Bridge herself. Soar above Crissy Field, downtown San Francisco, AT&T Park - Home of the Major League Baseball World Champion San Francisco Giants, and even the infamous island prison of Alcatraz. Finally, your flight will be completed with a pass by the historic Angel Island - the Immigrant Gateway to the West - and a smooth landing back in Sausalito's Richardson Bay. Bring your camera, because this is a trip you'll never want to forget! .
    Norcal Coastal Seaplane Tour

    242 Redwood Hwy, Mill Valley

    • Fly over the splendor of San Francisco and the Bay Area's shores on this seaplane adventure
    • Cruise on over to the Pt. Reyes National Seashore, keeping your eyes peeled for sea life
    • Marvel at phenomenal views of the legendary Golden Gate Bridge herself
    • Pass over the historic Angel Island and even the infamous island prison of Alcatraz
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    17 positive reviews
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    Yosemite National Park and Giant Sequoias Trip

    Take time out for a day trip into the wild beauty of Yosemite National Park from San Francisco. Enjoy the beautiful countryside and discover the raw beauty of California's most famous national park. Your journey begins with a drive through San Joaquin Valley and into the Sierra Nevada range. In the morning, you will be driven to a giant sequoia grove (snow depth permitting), stopping along the way for a bird's-eye view of the whole valley. You can relax in the picnic area and have lunch (not included) among the giant sequoia trees.

    After lunch, you will have the opportunity to go on a short one-hour hike to the falls or grab a snack at the Yosemite Lodge. You will have three to four hours to spend at Yosemite National Park, with a range of activities to suit everyone, which may include some of the following:
    • Hike to one of Yosemite's waterfalls
    • Watch the climbers on El Capitan
    • Rent bikes for a relaxing cycle on the flat bike paths throughout the valley
    • Cool off in lovely river pools in summer
    • Spot a black bear
    • Relax at the visitors center, with museums, restaurants and the Ansel Adams Gallery to inspire every amateur photographer
    When it's time to head back to San Francisco, you will drive down the Sierra Nevada stopping along the way for a short break.

    Please note: The weather in Yosemite is highly variable and includes rain and snow in winter and high temperatures in summer. The itinerary may be adapted to make the most of Yosemite during different seasons and times of the year.
    Yosemite National Park and Giant Sequoias Trip

    Union Square, San Francisco

    • Embark on a trip to the peaceful countryside and discover the raw beauty of Yosemite National Park
    • Drive through San Joaquin Valley and into the Sierra Nevada range
    • Enjoy three to four hours of free time at Yosemite National Park, with a range of activities to suit everyone
    • Relax in the picnic area and have lunch among the giant sequoia trees
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    Private Hot Air Balloon Ride For Two

    (4)
    An adventure awaits you in the skies above Napa Valley. From the basket of a beautiful hot air balloon, you will have 360 degree views of this incredible agricultural expanse. Admire the sweeping landscape of rolling hills and orderly vineyards, stretching out as far as the eye can see. And don't forget about the thrill of being in the hot air balloon itself. Feel the wind in your hair as you soar, and revel in the luxury of your unique vantage point of the beautiful scenery.
    Private Hot Air Balloon Ride For Two

    6525 Washington St, Yountville

    • Experience the thrill of a hot air balloon ride in a romantic flight for two
    • Soar high above the majestic Napa Valley landscape with your guest
    • See rolling hills and vineyards stretched out below you
    • Feel the wind in your hair as you float through the sky
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    4 positive reviews
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    Dinner Dance Cruise with Window Seating & Champagne

    What better way to conclude a day in San Francisco than watching the sun set over the beautiful San Francisco Bay on a memorable dinner dance cruise? Enjoy a four-course dinner of local ingredients freshly prepared onboard by an expert team of chefs, then let your hair down and dance to the live band or simply relax and watch the city skyline drift by from the outdoor decks. The perfect combination of fine dining, scenic views and lively entertainment that will appeal to all!
    Dinner Dance Cruise with Window Seating & Champagne

    Pier 3, San Francisco

    • Enjoy a night of fine dining, lively dancing, and spectacular views on a dinner cruise
    • Treat yourself to a gourmet 4-course dinner and a bottle of champagne
    • Dance the night away to foot-tapping tunes from a live band
    • Watch the cityline drift by from your window seat or the boat's outdoor decks
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