5 Favorite Travel Days in 2014, Biking and Sailing Portland, Maine

To celebrate my 50th birthday, my wife, Lisa, set up a glorious day in Portland, Maine—biking along the shoreline, only to be topped by a private sunset sail with family and close friends. Thankfully, the weather was perfect. Norman Patry, owner of Summer Feet Cycling, led my family of 10 along the scenic shoreline of South Portland and Cape Elizabeth to five lighthouses. They included such picturesque gems as Bug Light, the smallest lighthouse in operation in America, and Portland Head Light, painted by the likes of Edward Hopper. Near Portland Head Light, we bought lobster rolls from a food truck and dined overlooking Portland Harbor. The lobster rolls were excellent, chockful of fresh meat, and you could order them Maine-style (with mayo), Connecticut-style (lightly buttered), spiced with curry (loved it) or wasabi. Washed down with locally made Eli’s Blueberry Soda and topped off with ginger molasses cookies from Standard Bakery in town, it was a perfect Portland meal. The ride ended at Kettle Cove, a small beach, just past Two Lights State Park.

Later that afternoon, we boarded the 74-foot long sloop, Frances, under the confident helm of Captain Megan Jones. On our 3-hour long private charter, we sailed Casco Bay past many of those same lighthouses we saw by land, while dining on locally catered food washed down with good wine and Maine microbrews. Want a memorable birthday celebration away from home? Contact Lisa Leavitt, a travel agent at ActiveTravels.com. She comes highly recommended!