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2-Day Sample Itinerary Set Sail with High Society Itinerary

Concierge Phone | 401.846.6200

Itinerary Highlights

Indulge in a retreat from everyday cares as you live life like a Vanderbilt. Spend your days learning to sail and blow glass and your nights dining on decadent seafood and multi-course menus. Watch your cares float away like clouds above the harbor. Inquire at 401.846.6200.

Ideal for couples, families and mult-generational trips
Best during the summer and fall
Navigate Newport on foot or by car

Day 1


Sleep in. What is more decadent than hitting the snooze button and rolling back over?

Pamper yourself with a Lobster Benedict in bed. Add a mimosa or a Bloody Mary 3 Ways to drink. As Gloria Vanderbilt would say, "To be happy—one must find one's bliss.”

Walk the Cliff Walk, a 3 mile journey along the shoreline offering views of the Mansions from another perspective.

Take the Forty Steps to Salve Regina University and walk down Ocher Point Avenue to the Breakers Mansion for a tour inside this remarkable "summer cottage."


Devour a gamberi salad and wood-grilled Margherita pizza at Pasta Beach. Sports enthusiasts can visit the International Tennis Hall of Fame next door.

Learn the art of glass blowing. Enjoy a fascinating afternoon with professional glass blower Matthew Buechner at Thames Street Glass Studio. Learn the nuances of this beautiful art form as you make your own paperweight, vase or bowl in your choice of color and shape.

Return to The Vanderbilt walking along lively Thames Street, lined on both sides with shopping, bars and restaurants and historic homes.


Dine like a Vanderbilt with a three-course dinner at The Vanderbilt Grille.

Enjoy a nightcap around a fire pit on the garden terrace. S'mores fixing can be provided for additional fun for our young guests.

Day 2


Get your flow on with Vinyasa Yoga Flow or Ballet Barre on the Roof Deck. A Hydro Fitness Class is also available year-round in our heated indoor swimming pool.

Dine al fresco on the Garden Patio, enjoying French toast for two. Kids can practice sailing toy boats in the outdoor pool.

Enjoy a private sailing lesson. There are sailing boats suitable for all standards with instructors available for novices to experienced sailors.


Delight in a made-to-order picnic basket delivered to America's Cup Charters. We can add hats with the logo of the sailboat you charter.

Take to the seas on a historic America’s Cup winner, including the Weatherley and Intrepid.


Cheers to the sunset on the roof deck at The Vanderbilt.

Reserve a table at The Mooring. In the warmer weather, appreciate their mahogany-planked patio floating over the water for an unmatched maritime alfresco dining experience as you dine on oysters and fish and chips.

Grab an after dinner drink at Fluke's upstairs Harbor View Bar. Located on Bannister Wharf it is the perfect spot to take in the friendly Newport vibe. After your day in the life of a sailor, what better way to end than with a Fluke Rum Punch.

For Assistance

For assistance with availability and logistics, please contact us at 401.846.6200.

Plan Your Stay

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