7 Days in New England

Discover lighthouse-lined passages, working harbours, and understated coastal elegance from Boston to Bar Harbor.

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7 Days 6 Nights

Boston to Bar Harbor

Itinerary Overview

New England’s north-eastern coastline stretches from Massachusetts through New Hampshire and along Maine’s island-dotted shore. This seven-day route moves from Boston to Bar Harbor, connecting historic cities, traditional harbours, sheltered bays, lighthouses, and the landscapes surrounding Acadia National Park. From Portsmouth to Portland, and from Boothbay Harbor to Camden and Mount Desert Island, each stop adds a different layer to the journey. The route is ideal for guests looking for regional cuisine, maritime history, boutique towns, wildlife, hiking, and scenic cruising without sacrificing refined shoreside experiences. Portland, Boothbay Harbor, Camden, Penobscot Bay, and Bar Harbor are all established points on week-long luxury cruising routes along the Maine coast.

  • Boston,Downtown,Skyline,,Massachusetts,,Us

    Itinerary Starting Point

    Boston

    Historic waterfront and modern city energy

    Begin in Boston, where historic neighbourhoods, contemporary dining, and a busy working harbour create an engaging start to the charter. Guests can explore the waterfront, visit the North End, walk part of the Freedom Trail, or enjoy lunch overlooking the marina. Return onboard for a sunset cruise through Boston Harbor and dinner prepared by the chef.

  • Portsmouth,,New,Hampshire,,Usa,On,The,Piscataqua,River.

    50 NM

    Portsmouth

    Maritime history on the New Hampshire coast

    Cruise north to Portsmouth, known for its preserved architecture, maritime heritage, and lively waterfront. Guests can walk through the historic centre, visit local galleries, explore nearby coastal scenery, and dine at one of the city’s celebrated restaurants. Spend the evening beside the harbour before continuing towards Maine.

  • Portland,Head,Light,Is,A,Historic,Lighthouse,In,Cape,Elizabeth,

    45 NM

    Portland

    Creative dining and classic coastal character

    Arrive in Portland, where the cobbled streets of the Old Port meet one of New England’s most recognised food scenes. Guests can visit galleries, browse independent shops, tour nearby lighthouses, or explore the islands of Casco Bay by tender. Finish with a chef-led dinner ashore or sunset drinks on the upper deck.

  • Aerial,View,Of,Boothbay,Harbor,On,Maine,Coastline

    35 NM

    Boothbay Harbor

    Lighthouses, islands, and sheltered waters

    Cruise along Maine’s rocky coastline to Boothbay Harbor, a traditional maritime town surrounded by wooded islands and sheltered passages. The afternoon may include kayaking, wildlife watching, boutique shopping, or a tender trip through the harbour. End the day with locally inspired seafood and a relaxed evening overlooking the waterfront.

  • A,Bird’s,Eye,View,Of,Camden,Haven,Inlet,In,New

    35 NM

    Camden

    Mountain views above a classic sailing harbour

    Continue to Camden, set between Penobscot Bay and the wooded hills of Maine’s Midcoast. Guests can hike for elevated harbour views, visit galleries, explore the town’s shops, or spend the afternoon cruising among nearby islands. Return onboard for cocktails as traditional schooners and sailing yachts move through the harbour.

  • View,Of,Eagle,Lake,In,Early,Summer,In,Acadia,National

    45 NM

    Northeast Harbor

    A refined gateway to Mount Desert Island

    Cruise east through Penobscot Bay towards Northeast Harbor on Mount Desert Island. Known for its protected harbour and understated summer atmosphere, the area provides access to scenic drives, gardens, walking trails, and Acadia National Park. Guests can explore ashore before returning for a private dinner and a peaceful overnight stay.

  • Bar,Harbor,Historic,Town,Center,Aerial,View,At,Sunset,,With

    12 NM

    Bar Harbor

    Dramatic landscapes beside Acadia

    Complete the itinerary with a scenic cruise around Mount Desert Island to Bar Harbor. Guests can explore Acadia National Park, walk the Shore Path, visit local galleries, or enjoy a final lunch overlooking Frenchman Bay. Disembark in Bar Harbor after a journey through some of New England’s most recognisable coastal landscapes.