5 Hilariously Awesome Date Ideas

January 15, 2020

Charlie Chaplin once said, “A day without laughter is a day wasted.”

We’d like to revise that to say that a date without laughter is indeed a date wasted. But what if you and your date aren’t in the mood for a good ol’ rom com? You, my friends, are in luck.

There are a ton of great live comedy shows near you! And they’ll be sure to leave you both having a great time. Below, we’ve handpicked some of the best.

(2 activities)
Reset Filters
  • Book Now

    Sunset Sail (Sun to Fri)

    (28)
    The maritime world of Boston has many great stories to offer, and on this classic sail through the Boston Harbor, as the Sun dips below the horizon, you'll get to see and hear it all. Experience the sights of the Boston Fish Pier, The Moakley Federal Courthouse at Fan Pier, Castle Island, the Donald McKay monument, the Charleston Navy Yard, and much more, on a sail aboard the Adirondack III, a classic 80 foot pilot schooner. Experience Boston like never before, on a schooner, a drink in hand, and a knowledgeable captain and crew to ask about all the stories behind some of Boston's most unforgettable sights.
    Sunset Sail (Sun to Fri)

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Experience a beautiful Boston Harbor sunset on the water
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Enjoy the ride, see the sights and have a drink onboard
    BOOK NOW ← Back
    28 positive reviews
  • Book Now

    Brunch Cruise

    (1)
    Admire the unforgettable sights of Boston on board this breathtaking climate controlled yacht. This cruise offers the most unique brunch setting on Boston's famous harbor. Relax and be captivated by the city skyline while enjoying a delectable buffet brunch menu. Your cruise experience begins as you board the luxury yacht at Rowes Wharf. After a quick stop for a commemorative boarding photo, one of the hosts will greet you and escort you to your private table. Enjoy a complimentary glass of champagne or tour the ship's three climate controlled decks. A great way to start your day is by watching the boat castoff from one of the observation decks. Bring your appetite when you return to your private table, the Executive Chef and galley staff present you with an imaginative buffet of appetizers, entrees, salads and desserts that is sure to please any number of tastes. Enjoy live entertainment while boarding and dance to music from the DJ on board. Return, 2 hours later. Relaxed. Refreshed. As you depart, you'll find your boarding photo ready for purchase. Cruise Route: Departing from Rowes Wharf, it cruises along Historic Boston Harbor from Castle Island to George's Island, then east to the Boston Light on Little Brewster Island, and back north to Charlestown Naval Yard before returning to the Wharf. Cruise Route may vary depending on weather.
    Brunch Cruise

    200 Seaport Blvd, Boston

    • Hop aboard a luxury yacht at Rowes Wharf for a relaxing brunch out on the water
    • Sip champagne and explore three climate-controlled decks while on board
    • Dance to a live DJ and have fun with the sights and entertainment to go along with your meal
    • Return to land relaxed and refreshed
    BOOK NOW ← Back
    1 positive reviews
Looking For More Boston Activities?
Vimbly shows you 5,000+ things to do in Boston including classes, activities & date ideas.
Boston Tonight Tomorrow Boston Classes & Activities This Weekend Classes & Activities

What to do in Boston this week

— Date
  • Book Now

    Intro Tutorial to Archery

    (7)
    Think you can be an archer, but still haven't really learned the basics? This class will cover the important components that will have you flawlessly handling a bow and nailing targets in no time. The proper techniques of aiming, handling bows and strings, and shooting arrows will be taught to you so you can gain a full understanding of what goes into a great shot. You will get to practice in an indoor range where all proper safety precautions have been made so that you can effectively practice, learn, and perfect your skills with ease. Come learn what it's like to fire a bow!
    Intro Tutorial to Archery

    288 Plymouth Ave, Fall River

    • Enjoy an intro tutorial to archery aimed at teaching beginners without any experience
    • Perfect your aiming technique, uncover how to handle a bow, and shoot plenty of arrows
    • Learn the tips and tricks that will help you hit your target with ease and mastery
    • End the day feeling like you've taken a full step towards becoming an archer
    BOOK NOW ← Back
    7 positive reviews
  • Book Now

    South Shore Helicopter Tour

    Soaring in the sky, circling over Boston and then South Shore, you'll experience a one-of-a-kind eagle-eye view of Boston and the surrounding neighborhoods. Aboard a helicopter, take off from Boston and head south, passing over Gillette Stadium, the New England Patriot's home turf. From there, you'll cross over the Cranberry Bogs of Middleborough and Carver. At a distance, Cape Cod shines. As your journey continues and you hear the stories of these towns, you will come up to Plymouth, America's hometown, and see landmarks including Plymouth Plantation, Mayflower II, and Cordage Park. Enjoy the lighthouses and the stunning scenery.
    South Shore Helicopter Tour

    209 Access Road, Norwood

    • Enjoy a helicopter tour from Boston to Plymouth
    • Ride above Cranberry Bogs of Middleborough, Gillette Stadium, and Plymouth
    • Gaze at the scenic lighthouses, Plymouth Plantation, and Mayflower II
    • Bring up to four friends along
    BOOK NOW ← Back
  • Give the gift of fun with a Vimbly gift card!
    Learn More

Kind words from our customers