Classic Maine

Set sail on an unforgettable week-long adventure aboard the stunning schooner Arabella with our “Classic Maine” sailing vacation! Begin and end your journey in the charming harbor town of Camden as we explore the breathtaking beauty of Penobscot Bay. Experience the rugged coastlines, iconic lighthouses, and quaint seaside villages as we make our way to Mount Desert Island, home to the enchanting Acadia National Park. Along the way, enjoy gourmet meals, peaceful anchorages, and camaraderie with fellow sailors while soaking in the crisp ocean air and spectacular scenery. Don’t miss this chance to embark on the sailing trip of a lifetime—reserve your spot today!

Arrive in Camden

Arriving in Camden, Maine, feels like stepping into a picturesque postcard of New England charm. Nestled between the rolling Camden Hills and the sparkling waters of Penobscot Bay, this quaint harbor town offers a warm welcome to travelers. As you stroll along the waterfront, you’ll see Arabella anchored gracefully in the harbor, a sight that stirs excitement for the adventure ahead. Before boarding, explore Camden’s inviting downtown filled with unique shops, cozy cafés, and art galleries. Take a walk in Harbor Park for stunning views of the bay, or enjoy fresh seafood at a local restaurant overlooking the water. For a touch of nature, hike up Mount Battie in Camden Hills State Park for a panoramic view of the town and harbor below. When it’s time to board Arabella, you’ll take a small tender out to the schooner, where her polished woodwork and billowing sails await, ready to carry you into the heart of Maine’s coastal beauty.


Penobscot Bay & Merchants Row

Sailing on Penobscot Bay is a magical experience, where the vast expanse of sparkling water meets rugged islands and the distant outline of Maine’s forested hills. The steady ocean breeze makes for exhilarating sailing as Arabella glides past lighthouses, rocky shorelines, and the occasional harbor seal or seabird. As the day winds down, we anchor for the night in the serene beauty of Merchants Row, a cluster of small, unspoiled islands nestled between Deer Isle and Isle au Haut. This sheltered anchorage is a sailor’s paradise, offering calm waters and breathtaking views of the surrounding islands silhouetted against the sunset. As twilight falls, the peaceful solitude is accompanied by the gentle lapping of waves and the occasional call of a loon, creating a perfect setting to unwind under a canopy of stars. Whether you choose to relax on deck or explore the nearby islands by tender, Merchants Row is a quintessential Maine anchorage you won’t soon forget.


Mount Desert Island

Mount Desert Island, a jewel of Maine’s coast, offers an unforgettable mix of natural beauty, charming villages, and maritime heritage. As the largest island off the coast of Maine, it’s home to Bar Harbor, a bustling town filled with boutique shops, fresh lobster shacks, and an inviting waterfront. Visitors can stroll along the Shore Path to take in stunning views of Frenchman Bay or explore the vibrant arts and culture scene in nearby galleries. The island’s rugged coastline and serene coves are perfect for kayaking, while its quiet harbors and classic New England scenery make it a dream destination for photographers and adventurers alike. Whether you’re enjoying a fresh-caught seafood dinner or gazing at the starry night sky, Mount Desert Island is a feast for the senses.


Acadia National Park

Acadia National Park, located on Mount Desert Island, is a treasure trove of outdoor adventures and awe-inspiring landscapes, shaped in part by the vision of the Rockefeller family. John D. Rockefeller Jr. designed and funded the creation of the park’s iconic carriage roads, a network of over 45 miles of scenic, car-free paths winding through forests, around lakes, and across handcrafted stone bridges. Today, visitors can hike or bike these beautifully maintained roads, experiencing the island as Rockefeller intended—harmoniously blending nature and recreation. Cadillac Mountain, the highest point on the U.S. East Coast, offers a stunning sunrise that’s worth the early wake-up call. Visitors can also marvel at Jordan Pond, relax on Sand Beach, or spot wildlife such as seals, peregrine falcons, and bald eagles. With its dramatic cliffs, pristine forests, and serene lakes, Acadia captures the very essence of Maine’s natural beauty and enduring legacy of conservation.


Vinalhaven & Fox Island Thorofare

Sailing through Fox Island Thorofare is an unforgettable highlight of any journey in Penobscot Bay. This narrow, scenic passage cuts between the islands of North Haven and Vinalhaven, offering a spectacular blend of natural beauty and maritime charm. As Arabella glides through the calm, protected waters, you’ll pass lobster boats hauling their traps, weathered granite shorelines, and classic New England homes dotting the islands. Vinalhaven, the larger of the two islands, is a hub of Maine’s lobster industry and known for its rich history and natural splendor. The island features rugged cliffs, hidden coves, and inviting hiking trails that wind through forests and along the rocky coast. Ashore, the small village on Vinalhaven is a perfect place to explore, with its quaint shops, friendly locals, and authentic seaside charm. Sailing through Fox Island Thorofare is a blend of serene beauty and lively coastal culture, encapsulating the spirit of Maine’s iconic waters.


What’s Included

Relax in comfort and style aboard Arabella, your home for the week. Experience the Arabella Lifestyle with gourmet meals, stunning sunsets, and the camaraderie of fellow guests and sailing enthusiasts.

  • 7 days and 6 nights of luxury accommodations on board, complete with gourmet dining.
  • Opportunity to visit the Gilded Age mansions in Newport.

The Itinerary – 7 Days & 6 Nights


Tuesday, August 5, 2025

Guests arrive onboard Arabella starting at 4 pm. She will be anchored in Newport Harbor. Enjoy a welcoming beverage, compliments of Commodore Michael Fortenbaugh, settle into your luxurious accommodations, and mingle with fellow guests as the sunsets. Then enjoy a seafood or steak dinner at one of the many fine restaurants in town. The Arabella tender will bring you back and forth.


Wednesday, August 6, 2024


Arabella will raise her anchor after breakfast and get underway, hoisting her sails. Once past Breton Reef, she will turn east and head towards Martha’s Vineyard Sound. By late afternoon, Arabella will drop anchor off Oak’s Bluff on Martha’s Vineyard. This is a chance to go sightseeing ashore and enjoy the quaint gingerbread village.


Thursday, August 7, 2025


Our journey will continue this morning with raising anchor and then raising as much sail as possible. We will set our course towards Nantucket and hope to arrive just after lunch. Then you will have the full afternoon to explore ashore and maybe visit the iconic Whaling Museum and other cultural spots. In evening, you can enjoy a magical dinner on this historic island.


Friday, August 8, 2025


We will sail back to Martha’s Vineyard and this time anchor in beautiful and serene Edgartown Harbor. From here, you have easy access to town and can spend the afternoon walking around, renting a bicycle, visiting shops, bars and restaurants or seeking out one of the beautiful beaches.


Saturday, August 9, 2025


Cuttyhunk is one of the tranquil gems of our country and after all the excitement and action of the last few days, this is where you can truly relax and unwind. Hike up the hill to look out over the Elizabethan Islands, visit the quaint historical museum, shop for some island memories and then finish the evening with a gourmet seafood dinner onboard Arabella.


Sunday, August 10, 2025


This will be our final full day of sailing as we head back across Block Island Sound to Newport Harbor. If the winds permit, we will ride into the harbor under full sail and give everyone a show. At sunset, we will motor out to Castle Hill to fire the canon and then do the special Arabella “Flag Ceremony.” For dinner, you will be treated to Arabella’s special Prime Ribeye Roast and fresh summer pies from Sweet Berry Farm.


Monday, August 11, 2025


All great vacations must eventually come to an end and on this morning, guests will disembark in Newport in the morning.


StateRooms

  • Single or Double Beds
  • Individual Climate Control
  • Electrical Sockets
  • Ensuite Bath with Sink & Toilet
  • Private Shower
  • Hand & Bath Towels

Owners Stateroom

/ PER PERSON

  • Largest and Most Luxurious Staterooms
  • Queen Bed
  • Located Amidships (the most stable part of the boat)

Premier Stateroom

/ PER PERSON

  • Queen Bed
  • Located Amidships (the most stable part of the boat)

Duluxe Stateroom

/ PER PERSON

  • Queen Bed
  • Located in the Forward Section of the Yacht

Double Stateroom

/ PER PERSON

  • Over/Under Single Bunks, ideal for singles
  • Located in the Aft Section of the Yacht

Single Stateroom

/ PER PERSON

  • Single Berth
  • Located in the Aft Section of the Yacht