Summer on the Lake

Lake Winnipesaukee at the Wolfeboro Inn

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It's Summertime and the Lake Livin' is Easy!

Enjoy three days on the sparkling, calm waters of Lake Winnipesaukee. A New England vacation destination for more than a century, Lake Winnipesaukee is surrounded by mountains, dotted by hundreds of picturesque islands and famous for the many friendly, quaint towns that line its coast. Spend two nights at the historic Wolfeboro Inn, one of the finest hotels in the region, located in the heart of Wolfeboro, the oldest resort town in the country. Relax in the sophisticated, cozy rooms featuring complimentary Wi-Fi and flatscreen TVs while enjoying the many amenities including a private beach reserved exclusively for hotel guests. The hotel’s prime, waterfront location is just steps away from the lake and a short, easy walk to the quaint village of Wolfeboro. Take advantage of your included Wolfeboro Trolley pass, for a narrated tour and easy navigation around this picturesque New England hamlet!

Day 1 - Sunday Brunch Cruise (B, D)
New Hampshire welcomes you as you board the Winnipesaukee Belle, a classic, old world style riverboat . Once underway, savor an elegant Sunday Brunch served on board in the ship’s dining room, including a complimentary mimosa or a glass of champagne! This afternoon, check into the Wolfeboro Inn. Stroll to the beach, take a short walk into town or relax in your well-appointed guest room. We’ll gather this evening for a delicious  welcome dinner at the Inn.

Day 2 - Castle in the Clouds and Dinner Train (B, D)
High above the lake, visit Castle in the Clouds, an iconic, turn-ofthe-century manor perched on a mountaintop. Explore the Castle, the Carriage House and Art Gallery. The finale of the day is the Winnipesaukee Scenic Railroad Dinner Train. It’s all aboard for a railway dinner catered by Hart’s Farm. Ride through Weir’s Beach and Paugus Bay along the coast of the lake, with breathtaking views served alongside your delicious farm-to-table dinner.

Day 3 - Portsmouth Seaport (B)
Sleep in, stroll the beach, explore Wolfeboro – the morning is yours before heading to Portsmouth. Enjoy this time on your own to stroll the famous Portsmouth Seaport known for local character, unique shops, restaurants and water views that make it one of the liveliest cities in New England. This afternoon, take to the water for a narrated cruise of Portsmouth Bay. Bring your camera to catch the beautiful scenery including lighthouses, forts, mansions and more.


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  • $689 Triple
  • $714 Double
  • $925 Single
  • Travel Protection 10%


  • Champagne Brunch Cruise
  • 2 nights at Prestigious Wolfeboro Inn
  • Castle in the Clouds, Scenic Dinner Train
  • Portsmouth Harbor Cruise
  • 2 Nights Hotel, 5 Meals
  • Upper Class Tour Director, Taxes & Gratuities


Tuesday July 14th, 2020

  • Yonkers 6:00am
  • Mamaroneck 7:00am


Tuesday June 16th, 2020

  • Mamaroneck 9:15am
  • Yonkers 10:00am