Go to Passport Online
by Joseph Pedro

I stop my bike along Boston Harbor and take a deep, long inhale of the fresh sea breeze that flows off the water. Immediately, I am transported from the energetic urban life of the city to a small New England town. I look out at the view along the waterway and see historic brownstones, modern-day complexes, students hopping on and off bikes, and same-sex couples strolling alongside straight couples. The Boston of today is the culmination of nearly 400 years of breaking boundaries. From colonist revolts to LGBT rights, this city has embodied the ideals and aspirations of America since pre-America.

With Harvard's founding in 1636, Boston quickly became a hub for American intellect and a breeding ground for the American Revolution. Famous Sons of Liberty (Whigs) and Harvard graduates like Samuel Adams planted the seeds for the eight-year war with England when, on December 16, 1773, they encouraged Boston's residents to take part in one of the first major acts of rebellion, the Boston Tea Party. Since the American Revolution, the city has become a beacon of progressivism and has welcomed people with open arms.

This legacy of Boston as a center of progressive thought and liberal education has continued since the 17th century. With Harvard University, Boston College, Boston University, Emerson, Berklee College of Music, and dozens of other universities calling the city home, a highly educated and young population is at the center of what makes Boston unique. This is a college town on a large scale, and a traveler's experience can change depending on whether school is in session or not. A major pull factor for many is the relative youthfulness of the city. Coeds cram pubs, spread their books at coffee shops, purchase trendy outfits at boutiques, read in the parks, and reap the benefits of a city that has been building great minds for centuries.

Boston's highly educated and liberal population has helped the city, and state of Massachusetts, become one of the most forward-thinking in the United States. Its lesbian and gay citizens have enjoyed the right to marry since 2004, when the Supreme Judicial Court of Massachusetts ruled that denying same-sex couples that right was unconstitutional. Gay and lesbian youth are protected by one of the country's first safe schools initiatives: the Safe Schools Program for Gay and Lesbian Students, which was instituted in 1993. The Boston area is also home to the first Gay Straight Alliance and the birthplace of the Gay, Lesbian, and Straight Education Network (GLSEN). People are also protected in the workplace, housing, and public accommodations by the nation's second Gay Rights Bill, which was made into law in 1989.

Boston is a city built of neighborhoods. Each neighborhood has its own identity and flavor. From the heavily Italian North End to the quaint and historic Beacon Hill, understanding Boston's physical and ethnic diversity allows visitors to appreciate what makes Boston special.

While you'll most likely be doing quite a lot of walking in "America's Walking City," get your bearings first by hopping on a bike tour with Urban Adventures. These eco-friendly tours take visitors around the city and introduce you to the bike-friendly streets of Boston. Depending on your guide, you'll get a nice mix of history and humor as you explore the different neighborhoods. You'll also stop at most of the major city attractions, this way you can take note of the ones you may want to visit later on during your trip. History is not this tour company's only specialty; you can even go on the ever-popular Bike and Brew Tour (don't drink and ride, the company will take the bike back while you're sampling artisanal beer at the local brewery).

Boston's raison d'être is its harbor, and a visit to the city should include an exploration of this iconic waterway. If a slow ferry ride sucks the excitement out of you, book a rigid-inflatable boat (RIB) tour with Flagship Adventures, which allows you to explore the waterway at high speeds. Be sure to book early, each boat holds roughly six passengers, so tours sell out rather quickly. Departing from the Inner Harbor, near the aquarium, a knowledgeable captain guides you first through Boston Harbor, where gorgeous views of the city await, and then ventures farther into Massachusetts Harbor. Various islands are scattered about and each has a unique history and importance to the city of Boston. Activities abound on many islands like exploring a haunted Civil War fort on George's Island to swimming on Spectacle Island. Once you've woven through the Boston Harbor Islands, you'll be jonesing to discover them further.

Daily ferries take you to the islands, and in the summer, you can transform your urban vacation to an island getaway. Once considered one of the dirtiest waterways in the United States, Boston Harbor is now one of the cleanest—it only took a federal court case and some major infrastructure changes. Now, a popular summer activity is to cool off in the water. Journey to Spectacle Island where you can join in on a clambake at a Summer Shack outpost, sit on the beaches, go for a swim, and meander through the trails.

One of the newest and fastest evolving areas of the city is the Seaport. With the completion of the Silver Line, a new addition to the T (Boston's subway), the area has seen exciting growth in the past few years. At the center of this area is the Seaport Hotel and World Trade Center. The hotel portion is a towering 428-room complex that is easily accessible from Logan International Airport and a stone's throw from the North End. The hotel underwent a major renovation in 2009, and affords spectacular water and city views, comfortable accommodations, and friendly service all at a reasonable price. It is also worth noting that the Seaport is considered one of the greenest hotels in the country, receiving accolades from various environmental organizations including the Massachusetts Department of Environmental Protection.

The revitalization of the waterfront in the Seaport District is in part due to the Institute of Contemporary Art Boston, which moved here from its Back Bay location. A modernist, glass building now matches the ICA's vibrant permanent collection of contemporary works that include pieces by Gerard Byrne, Thomas Hirschhorn, Nan Goldin, Cindy Sherman, and dozens of others. The museum, though, gets most of its attention from world-renowned exhibitions that consistently make waves in the art community. I had the pleasure of seeing their latest exhibition, which showcased artists' creations using old records as their media. Through sculpture, installation, drawing, painting, photography, sound, video, and performance, I'll never look at a record the same way again. This particular exhibit is there until September 5, 2011.

Walk along the waterfront promenade and you will also find the New England Aquarium. The main draw is the 150,000-gallon towering tank and a spiraling ramp that takes you to the top where you can watch the staff feed the rays, sharks, turtles, and other fascinating sea creatures. I escaped the crowds and found a comfortable spot to watch the ever-so-entertaining African Penguins. Avoid a trip here on the weekend, unless you love hordes of families scurrying about.

A littler farther along the water is the sprawling Fairmont property called Fairmont Battery Wharf. The multiple-building complex on the water gives the hotel a resort feel, which is almost disorienting as you're steps from the North End. Most of the 150 guestrooms, which include 30 suites and 40 Fairmont Gold guestrooms, have water views and come with all the modern amenities you would expect from a Fairmont hotel, including the most comfortable chair you will ever sit in, the ergonomic reclining desk chair. The hotel is perfect for someone looking to be inspired and get some work done. Book one of the Fairmont Gold guestrooms, this way you get complete access to the lounge, which has food, snacks, and an honor bar available throughout the day; it's well worth the extra few bucks.

Looking for a smaller, more romantic New England spot to call home for a weekend? Look no further than the Clarendon Square Inn. This gay-owned bed & breakfast debunks any preconceptions you may have about staying in a B&B. Modern, fresh, exciting, stylish are just some words to describe the inn's style. You and your partner can even enjoy a rooftop hot tub with exquisite views of the city skyline.

Another ideal spot to call home during your stay in town is the Morgans Hotel Group's Ames Boston. One of the newest properties on the hotel scene, it's located in the Financial District near Beacon Hill and Faneuil Hall. The gorgeously grand Ames building, where the hotel is situated, was the city's first skyscraper in the late 19th century and the designers, the Rockwell Group, playfully pay homage to this in their minimal, yet exciting interior design. The rooms combine a pleasant mix of period pieces (beautiful Federal desks) and mod signature furniture. Much of the beauty here is found in the building's original architecture. Massive ceilings and Romanesque arched windows give the rooms a perfect sense of grandness. Step out the door of this property and you're smack dab in the center of Beantown's government center.

No trip to Boston is complete without a stroll through "The Cradle of Liberty" or Faneuil Hall. Once a meeting place where the likes of Samuel Adams and James Otis gave some of their most well-known speeches, today, most tourists and Bostonians think of it mainly as a marketplace (North Market, Quincy Market, and South Market are located in the building), and it's also home to the Boston Classical Orchestra. Stop by Boston Pretzel Bakery in Quincy Market and say hi to owner Linda DeMarco, who is also the president of Boston Pride.

It's usually not my style when I travel to eat somewhere (or something) that I can easily get at home, but when I was walking through the lush park called the Boston Commons, I spotted a towering castle near the Boston Park Plaza Hotel and Towers. I was excited to see that it was a Smith & Wollensky restaurant. You may be able to eat at one of these high-end steakhouses in a few cities around the country, but this is the only one that offers a dining experience in a piece of history. The castle was actually an armory, built in 1882, that housed cadets until the 1960s. The restaurant group spent years and over $12 million restoring and upgrading the property, while preserving the uniqueness of the space. Dining rooms are scattered throughout the building, all with their own uniqueness—the gunroom serves as the main dining area and bar. If you're not too busy snooping around for hidden passages, savor the steakhouse fare. With dry-aged beef done to perfection, you'll easily leave in a food coma.

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Naturally, in this town dominated by college kids, the cuisine tends to match the demographic. Popular hangouts for the twenty-something crowd are gastro pubs. Discover a generous number of these throughout the city, especially near campuses. If you're close to Harvard, pop into Russell House Tavern, a restaurant that has elevated, pub-inspired cuisine and offers an encyclopedia-sized beer menu. Chef Michael Scelfo serves up fresh, local food with a sophisticated yet unpretentious flare that will have your mouth watering. Scelfo demonstrates his technique best with the crispy poached egg. Yes, that's right, a fried poached egg with pancetta on toasted brioche, all served with pecorino aioli. Another favorite here is the braised lamb shoulder with meat that literally slides off the bone and is coated in a gorgeously sweet sauce.

It's not easy grabbing a table outdoors at Woodward, especially when it's an exceptionally nice day, but its location facing the pedestrian traffic outside the Old State House inspires a lively and exciting environment for drinks and food with friends. While there are some hearty individual entrées, the menu is more fun to share. With plenty of enticing options, this should be quite easy. For lunch, my friends and I eagerly devoured the flatbread, especially the one with duck confit, goat cheese, and dried cranberries. As it was oyster season, we sampled the Island Creek oysters with ginger mignonette, which went perfectly with one of their signature cocktails, the Hot Nantucket Night—a spicy concoction made with Don Julio muddled with cranberries, jalapeño, agave nectar, and lime juice. Early in the evening, Woodward is a trendy place to grab a cocktail before heading out to the bars.

James Beard Award-winning chef, Barbara Lynch, is often credited with reinventing and redefining the Boston dining scene with her concept restaurants like No. 9 Park, B&G Oysters, and the Butcher Shop, but if you're finding it difficult to get a table at her more established restaurants, grab brunch at Sportello in the Seaport District. This take on lunch counter-style dining (sportello means counter in Italian), has quickly become a local favorite. Italian-inspired dishes dominate the menu, but choices like the whole-wheat pancakes with huckleberries, maple syrup, crème fraîche, and butter, or the smoked duck hash with root vegetables and potatoes are a good way to start the day. For an inspired cocktail, visit Lynch's neighboring establishment, Drink. Here, mixologists are at your very whim. All you have to do is explain to him or her exactly what you're in the mood for and they'll concoct the perfect libation.

If you're planning on experiencing the best of Boston's gay nightlife, it's important to head out earlier rather than later. There are several well-established bars and clubs that keep the booze flowing and the boys dancing throughout the year. Check out Club Café, the city's only gay-owned, full-service restaurant, nightclub, and cabaret. With various theme nights throughout the week, enjoy the most boisterous party on Fridays, where the mixed crowd lets loose to typical top 40 hits. Before you hit up the dance floor, though, book a table at local gay favorite restaurant Geoffrey's Café (the restaurant is named after owner Michael A. Aplin's lifelong partner). Here, line your stomach with elevated comfort food that has had locals coming back over and over again since 1991.

Another weekend nightlife favorite is Paradise. Here, an impish crowd proves that Boston's conservatively preppy scene can get down and dirty. There are porno screens upstairs and the remodeled downstairs is quite large with a quirky mix of patrons. If you're in the mood for a neighborhood-y spot, step into the Alley. This is "Where the Bears Are," but really, it's a more down-to-earth bar that's perfect for a cocktail among friends. One exception may be their Fur and Gold party for "art fags, hipsters, geeks, the music obsessed, and all." Here you'll get to witness the alternative side of queer nightlife.

As more and more of Boston's full-time gay bars are closing their doors, some of Boston's best gay nightlife can be found at the weekly and monthly parties. Bears, cubs, otters, and their admirers don't miss a chance to party at the monthly Group Hug celebration. This Sunday afternoon gathering at the Enormous Room won't disappoint with guest DJs, performances, and a smoking-hot crowd. Get ready to sweat on the first and third Sundays of the month at the Foxy party. This debauched gathering takes place at Zuzu in Central Square and is something most Bostonians look forward to.

You may be surprised that a city that could invent the term "Boston marriage" could have no lesbian bars, but the ladies more than make up for it with various parties scattered throughout the month. Visit LesbianNightlife.com for a comprehensive listing of queer events in the entire Boston area. Shuttavac Productions throws a particularly popular event called Kiss' N Bang, which takes place the first and third Saturdays of the month. The gay nightclub Machine packs the women in for their second Saturday event called Dyke Night, where the ladies let loose with cheap drinks and a large dance floor.

For Boston's LGBT community, there are various noteworthy special events throughout the year to enjoy as well. Early spring sees the annual Boston LGBT Film Festival, which takes place over ten days at various theatres across the city like the Museum of Fine Arts and the Brattle Theatre. Special pre- and post-festival parties are also very much part of this festival. In early June (June 3-12, 2011), the city hosts the largest Pride celebration in New England with Boston Pride. Whatever time of year you visit Boston, however, you will discovering a warm welcome as you explore the city and experience what makes it so unique.

[Published: June/July, 2011]

Yorkshire Gay Resources

Ames Boston, 1 Court St., Boston. Tel: 800-231-3885. Located in the renovated Ames building in the center of the Financial District is one of the newest and trendiest kids on the block, redefinimg the hotel experience in Boston. Rooms from $300. http://www.ameshotel.com

Clarendon Square Inn, 198 West Brookline St., Boston. Tel: 617-536-2229. This gay-owned bed and breakfast provides a fresh and exciting take on the b&b experience with its modern style and accomodations. Rooms from $175. http://www.clarendonsquare.com

Fairmont Batter Wharf, 3 Battery Wharf. Boston. Tel: 617-994-9000. This sprawling property located on the water evokes the feeling of being at a summer resort rather than an urban property. Large rooms with stunning views and a location right next to the North End. Rooms from $450. http://www.fairmont.com/batterywharf

Hotel Veritas, 1 Remington St., Cambridge. Tel: 617-520-5000. The boutique hotel experience can be found right in Cambridge. This small property is like staying at a friend's home with small, yet cozy rooms and a lounge that serves up delicious local brew and cocktails. Rooms from $350. http://www.thehotelveritas.com

Seaport Hotel and World Trade Center, 1 Seaport Lane, Boston. Tel: 800-440-3318. Stay in this reasonably-priced hotel and make the constantly evolving Seaport District your home for your stay in Boston. Enjoy the stunning Boston Harbor views and friendly service that the Seaport Hotel is known for. Rooms starting at $250. http://www.seaportboston.com

Boston Pretzel Bakery, 4 South Market. Quincy Market, East End. Tel: 617-522-949. President of Boston Pride owns this famous pretzel stop at Quincy Market. http://www.bostonpretzel.com

Russell House Tavern, 14 JFK St., Cambridge. Tel: 617-500-3055. This Harvard Square restaurant perfectly combines a mix of old-fashioned pub décor with New American cuisine. Catering to a college-student crowd, you won't be diasspointed in the expertly prepared food and vast drink menu.

Smith & Wollensky, 101 Arlington St., Boston. Tel: 617-423-1112 . A steakhouse located in one of the most interesting pieces of architecture in the city—an armory/castle built in 1882. Various dining rooms pay homage to the structure's past, and the massive food portions are enough to fill anyone's stomach. http://www.smithandwollensky.com

Sportello, 348 Congress St., Boston. Tel: 617-737-1234. This Barbara Lynch-owned restaurant whimsically plays with the lunch counter style of old and reinvents it with Italian-inspired dishes. http://www.sportelloboston.com

Woodward, 1 Court St., Boston. Tel: 617-979-8200. You'll want to grab a table outdoors at the Ames Hotel's restaurant. The restaurant offers great people watching with fantastic food to match, especially the scrumptious flatbread choices. Sample the masterfully concocted cocktails. http://www.woodwardatames.com

Flagship Adventures, 200 Seaport Ave., Boston. Tel: 978-744-3524. Hope on a high-speed RIB vessel to explore Boston Harbor. Discover the series of islands filled with summer recreational activities. http://www.flagshipadventures.com

Institute of Contemporary Art Boston, 100 Northern Ave., Boston. Tel: 617-478-3100. There is no excuse good enough to miss this architecturally iconic museum on the waterfront. With an impressive permanent collection and even more noteworthy exhibitions, spend a half-day admiring this institution. http://www.icaboston.org

New England Aquarium, 1 Central Wharf, Boston. Tel: 617-973-5200. One of the most visited aquariums in the world, you'll see why when you spend time admiring the 29,000-gallon central aquarium. Go during the week to avoid the swarms of people. http://www.neaq.org

Urban Adventures, 103 Atlantic Ave., Boston. Tel: 617-670-0637. Explore the city on one of these excellent guided bike tours. Knowledgeable guides with a keen sense of humor show off just how bike-able this city is. You can also rent a bike to explore on your own. http://www.urbanadventours.com

Alley Bar, 275 Washington St., Boston. Tel: 617-263-1449 . This neighborhood bar attracts a more down-to-earth crowd and those of the bearish variety.

Club Café, 209 Columbus Ave., Boston. Tel: 617-536-0966. Boston's only gay-owned, full-service restaurant and nightclub packs in a boozy crowd of locals during the weekend and has plenty of themed nights during the week to keep you busy. http://www.clubcafe.com

Drink, 348 Congress St., Tel: 617-695-1806. Here, specially trained mixologists make a drink that fits your mood. All you have to do is tell them what you like and don't like, and a drink will be made for you. http://www.drinkfortpoint.com

Kiss 'N Tell is an extremely popular, monthly, lesbian party that takes place south of Boston at RCC (44 Mezzeo Drive. Randolf) by the party girls of Shuttavac Promotions. http://www.shuttavac.com

LesbianNightlife.com is your one-stop resource for finding all the lesbian events going on in Boston and the surrounding area.

Machine, 1256 Boylston St. Tel: 617-536-1950. This classic gay bar packs in the boys and girls (every second Saturday) with their themed nights, spacious floor, and sexy dancers. http://www.machine-boston.com

Foxy! Man Dance Party takes place on the first and third Sunday of the moth at ZuZu (474 Massachusetts Ave). http://www.mideastclub.com/zuzu

Group Hug at Enormous Room (569 Massachusetts Ave. Cambridge) is a monthly Sunday afternoon party that welcomes bears, otters, and admirers. http://www.enormous.tv

Paradise, 180 Massachusetts Ave. Cambridge. Tel: 617-868-3000. This Cambridge gay nightspot has all you need to have a flagrant night out on the town. Head downstairs and enjoy the newly expanded dance floor. http://www.paradisecambridge.com

Boston LGBT Film Festival is a ten-day annual event that takes place in early spring and showcases the best in LGBT-themed films throughout the city at various venues. http://www.bostonlgbtfilmfest.org

Boston Pride takes place each year in early June (this year from June 3-12) and is considered the largest Pride celebration in New England attracting around 400,000 people. The ten-day event features loads of entertainment and the iconic parade. http://www.bostonpride.org

Gay and Lesbian Convention & Vistors Bureau has all the information you need and more about how to plan a fabulous trip to the city. http://www.glcvb.org

Greater Boston Business Council is a coalition of LGBT-owned and gay–friendly businesses in the greater Boston area. This is a great resource to find companies who support equality. http://www.gbbc.org