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Top Valentine’s Day Ideas in Portsmouth, Boston, & NYC

Valentine’s Day is right around the corner…Looking for romantic ideas on how to show that special someone just how much you care? Here is our list for the top 3 Valentine’s must-do events in Portsmouth, Boston, and NYC. Share a special night or plan a romantic weekend getaway. Either one you choose, C&J can help get you there!


Experience the Portsmouth Culinary Scene

Did you know that the city of Portsmouth has more restaurant seats than residents? A city with an eye for food, from Seafood, to tapas, and fine dining, there is something that is sure to hit the spot. For a list of Portsmouth Restaurants, click here.

Portsmouth Fire & Ice Festival

If you are looking to stay the weekend, try the Portsmouth Fire & Ice Festival, A winter festival celebrating both Valentine’s Day and President’s Day Weekend. Starting Thursday February 13th through February 17th, this festival delivers a variety of both historic and fun events for the whole family. Enjoy events like a cooking workshop at Strawbery Banke Museum, a Winter Flower Exhibit at the Discover Portsmouth Center, Dog Sled Rides, the Fire and Ice Fest at the Portsmouth Gaslight, and more!

La Dolce Vita: Valentine’s Day Special at the Music Hall Loft

Join the folks at The Music Hall Loft for a night of romance on Valentine’s Day, featuring the Gaudy Baubles and their stunning chanteuse, Renee. Escape to Italia for the evening with this retro cabaret—great songs and a great vibe! The show starts at 8:00pm, February 14th; tickets are $38.25 and it includes dessert.


Boston Wine Expo

Are you a wine connoisseur? If so, than this is the place for you. Visitors from across the US and around the world gather annually for the biggest wine tasting event in the United States. This year on February 15&16th the Seaport Hotel & World Trade Center welcomes the 22nd Annual Boston Wine Expo. This event features more than 185 wineries pouring over 1,800 wines from around the world, chef demonstrations, wine seminars ranging from beginner 101 to expert status, and a special Vintner’s Reserve Lounge. Tickets range from weekend passes, to VIP, and more; Purchase your tickets here.

Valentine’s Hotel Packages

Love is in the air…get ready for special dinners, chocolate covered strawberries, champagne, and more. Make your Valentine’s Day celebration extra-special by staying over in Beantown. Check out the fabulous packages offered by many of Boston’s top hotels– from the Boston Marriott Long Wharf’s ‘Honeymoon Bliss’ Package, to the Hotel Commonwealth’s ‘Bed and Breakfast’ Package, to Copley Square Hotel’s ‘Dinner & a Movie’ Package, and many more!

Boston Sci-Fi Film Festival

Is your sweetie a Trekkie or an Avatar aficionado? Well then in the legendary words of Admiral Ackbar, “It’s a Trap”…the 39th annual Boston Sci-Fi Festival is the place where you need to be this Valentine’s Day. The festival presents 10 days of features and short films from all over the world, plus a special 24-hour marathon. The festival runs from February 7-17th at the Somerville Theatre, Davis Square, Somerville). For those of you hard core fans, the 24-hour ‘Thon’ runs from noon on the 16th through noon on the 17th. Grab your tickets, popcorn, and cuddle up for some serious movie time!

New York City

Love in Times Square

What a better way to celebrate your love or fall in love, than in Times Square on the most romantic day of the year!?!

Single? Meet your mate through various singles mixers.
Taken? Surprise the love of your life by popping the question on a big screen in the square.
Engaged? Make your wedding unforgettable and tie the knot right under the bright lights in the big city.
Hitched? Say ‘I Do’ again and celebrate your love with a special vow renewal ceremony on the iconic Red Steps.

See a Broadway Show

Some say to truly experience NYC, travelers must see a Broadway show! What better way to spend a romantic night than at one of your favorite shows. Spend some time strolling around midtown Manhattan as you make your way to the historic theater district to take your darling to a Broadway show! Shows playing on Valentine’s Day include: Mamma Mia! at the Winter Garden Theatre; The Lion King at Minskoff Theatre; Jersey Boys at the August Wilson Theatre; and many more!

Take in the Romantic City Views

Nothing says romance like cuddling up above the City and taking in the gorgeous views of the unforgettable New York Skyline. One of the best spots is up high at the Top of The Rock at Rockefeller Center. Another famous and iconic viewing spot is at the top of the famous Empire State Building.

Wherever you end up deciding on for Valentine’s Day, let us take you there. Parking in Boston and NYC can be a nightmare on a good day. We’ll get you to and from without the stress and hassle of driving. So sit back, relax, and enjoy this special day with your special someone.