Boston Harbor Specialty Tours

Come Sail Away Now offers a variety of incredible harbor tours. Each one is designed for your relaxation and sailing pleasure! Enjoy the tranquility of the morning on our weekend brunches or experience the gorgeous sunset colors against the Boston harbor skyline. Wine tastings and night time harbor cruises let you witness the stars twinkle on Boston Harbor during your boat tour. Our Boston Harbor Tours are an exciting way to take pleasure in the other side of Boston. Enjoy your sail and take in the cities spectacular views while the crew navigates their way around Boston Harbor.

Weekend Brunch 

Throw your own Boston Tea Party on the harbor and enjoy a delicious breakfast. This tour aboard the Tupelo Honey was created to add a little more to your weekend morning routine. Our brunch charter includes a scrumptious breakfast platter provided by Legal Sea Foods. So impress your friends or in-laws this weekend and invite them out on a beautiful brunch sailboat charter. Bring the champagne and we welcome you to Mimosa your juice!

Moonlight Cruise

CSAN's moonlight cruise is a magical experience. Sail aboard Tupelo Honey while the full moon guides the crew and dances upon the Boston Harbor waters. We encourage our guest to BYOB and snacks for this nighttime sail. See schedule below for this summer's full moon cruise on Boston Harbor.

Wine Sharing Wednesdays

This sailing tour is one of our most popular tours. Bring your favorite bottle of wine while tasting other guest's beloved choices. This wine tasting sail works like this: Each person/couple brings their favorite bottle of wine and shares with the group for tasting. Guest are welcome to bring their own wine or we can arrange discounted selections with detailed descriptions from our friends at The Wine Bottega in the North End. Wine tastings take place on our sunset sail on Boston Harbor so the views are sure to be stunning!

World Tour Wine Tasting

Taste the sweet life aboard the Tupelo Honey during our World Tour Boat Cruise. This is a true wine tasting hosted by our friends at the Wine Bottega. Join us as we visit different countries with each bottle of wine we uncork. Our World Tour sailing cruise takes place the last Wednesday of every month, taking place of our Wine Sharing Wednesday tour on Boston Harbor. Each month wine will be arranged for you along with a guest appearance from wine specialist from the Wine Bottega in the North End. Taste and enjoy different wines from around the world while gaining knowledge from the experts aboard your Boston Harbor cruise. Life doesn't get much sweeter than this!

 Dog Paddle Boat Tour

Come Sail Away Now welcomes man's best friend aboard Tupelo Honey for a 1 1/2 hr motor cruise around Boston Harbor. Two humans are allowed per dog. Spend the day with your closet buddy and mingle with other dog lovers while enjoying a cruise on the water. For safety reasons there is a 35lb weight limit for all dogs. Call now to inquire about our next doggy sailing boat trip!