The Grand Tour

Embark on the ultimate sailing adventure aboard Arabella with “The Grand Tour.” This exclusive week-long vacation takes you on a breathtaking journey through the East Coast’s most iconic summer playgrounds. Starting in picturesque Newport, RI, you’ll sail to the historic charm of Nantucket, the timeless allure of Martha’s Vineyard, and the serene beauty of Cuttyhunk. Experience the perfect blend of luxury, adventure, and seaside sophistication as you explore these legendary destinations. Whether you’re savoring gourmet meals on deck, soaking in the stunning coastal views, or immersing yourself in the culture of these exclusive islands, Arabella delivers an unforgettable escape. Join us for “The Grand Tour” and discover why these havens are the crown jewels of the New England coast.

Newport Harbor

Arriving in Newport for a week-long vacation aboard the stunning Arabella feels like stepping into a sailor’s paradise. As you glide into the harbor, the salty breeze carries the sound of clinking halyards and the sight of sailboats dotting the sparkling water. From sleek racing yachts to timeless wooden schooners, Newport Harbor is a living postcard of maritime heritage. Known as the sailing capital of America, Newport boasts an unparalleled energy, with regattas, cruising sailboats, and nautical flags swaying in the wind. Aboard Arabella, you’re not just a visitor—you’re part of this dynamic scene, where every sunset over the harbor paints a masterpiece and every morning invites you to explore Newport’s rich sailing history and charm.


Mansions & the Gilded Age

Newport, RI, is a treasure trove of history, elegance, and seaside charm, offering something extraordinary for every visitor. Explore the opulent Gilded Age mansions that line Bellevue Avenue, like The Breakers and Marble House, where grandeur and history come alive. History buffs will enjoy the International Tennis Hall of Fame and Fort Adams State Park, while wine lovers can unwind with a tasting at Newport’s local vineyards. With its perfect blend of sophistication and seaside beauty, Newport is a must-see destination to begin your unforgettable journey.


Historic Nantucket

Nantucket is a quintessential island paradise, brimming with charm and natural beauty. Stroll through the cobblestone streets of downtown, where historic whaling captain’s homes and boutique shops transport you to another era. Visit the Whaling Museum to uncover the island’s rich maritime heritage, or climb the Brant Point Lighthouse for postcard-perfect views. Breathe in the salty air as you bike along scenic paths to pristine beaches like Surfside or Madaket, where the sunsets are unforgettable. Explore the island’s untouched beauty with a hike through Coskata-Coatue Wildlife Refuge or a visit to the stunning Sankaty Head Light. With its timeless allure, Nantucket offers a perfect mix of history, relaxation, and adventure, making it an unforgettable stop on your Grand Tour.


Bustling Martha’s Vineyard

Martha’s Vineyard is a captivating island retreat, renowned for its scenic beauty, vibrant culture, and laid-back charm. Begin your exploration in Edgartown, a picturesque village of white clapboard houses, boutique shops, and harbor views. Don’t miss the iconic Edgartown Lighthouse or a stroll along the tranquil Chappaquiddick Island. Head to Oak Bluffs to admire the colorful Gingerbread Cottages and ride the historic Flying Horses Carousel. Nature lovers will adore the breathtaking cliffs of Aquinnah, where the dramatic views from Gay Head Light are simply unforgettable. Spend your afternoons relaxing on idyllic beaches like South Beach or Menemsha, known for its magical sunsets and fresh seafood shacks. With its blend of natural wonders and New England charm, Martha’s Vineyard offers a uniquely enchanting experience.


Peaceful Cuttyhunk

Cuttyhunk is a serene escape and a hidden gem of the Elizabeth Islands, perfect for those seeking tranquility and natural beauty. This tiny, unspoiled island offers a slower pace of life, where visitors can truly unwind. Explore its rugged coastline by foot, and enjoy breathtaking views of Buzzards Bay and Vineyard Sound from the hilltop. Visit the Cuttyhunk Historical Society Museum to learn about the island’s fascinating maritime history, and don’t miss sampling the famous fresh lobster rolls from local vendors. With its charming small-town feel and untouched beauty, Cuttyhunk provides a peaceful and refreshing end to your Grand Tour adventure.


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.
  • Visit both Oak Bluffs and Edgartown on Martha’s Vineyard.
  • Stop in Nantucket to explore whaling history.
  • A relaxing night on Cuttyhunk to soak in quiet relaxation.
  • A final night back in Newport RI for the best sailing nightlife in our country.

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

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