Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle... More

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and relax. Get a... More

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adir... More

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff on Cape Cod. Our tours stay at low numbers so that it is a fun and unique experience for every par... More

What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. F... More

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises in Boston. The Boat will only have you, your guests and our crew. We will p... More

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Fishing, Lobstering or just Cruising. This unique tour is one of the very few available that you & ... More

Come aboard for an Alive after Five Cruise sure to be an unforgettable evening of good times on the water with your crew. Whether it's after a long day at work or a great day of play, this cruise is the perfect way to wind down or... More

This Mother’s Day, create family memories that will be treasured forever with an amazing day on the water! Treat the mom in your life to a special Mother's Day Premier Brunch Cruise on Boston Harbor. While onboard, your family w... More

This Father’s Day, create family memories that will be treasured forever with an amazing day on the water! Treat the dad in your life to a special Father's Day Premier Brunch Cruise on the Boston Harbor. While onboard, your fami... More

The yacht Ponemah is a luxurious 42 foot picnic style yacht with plenty of enclosed and open seating for up to 6 guests. The main salon is heated or air conditioned if necessary, providing dry and comfortable enclosed viewing in a... More

Furry friends and humans come dance or parade around, show off your costumes and enjoy the beautiful city from the water. DJ Skoolyahd from the Liberty Hotel Yappy Hour will be in the house! It will be PAW-some to have you aboard.... More

This Mother’s Day, create family memories that will be treasured forever with an amazing night on the water! Treat the mom in your life to a special Mother's Day Premier Dinner Cruise on the Boston Harbor. While onboard, your fa... More

This Father’s Day, create family memories that will be treasured forever with a Father's Day Signature Lunch Cruise on the Boston Harbor. Spend your day on the water with a chef-prepared lunch buffet, classic cocktails, and incr... More