The Itinerary

All Aboard! Join us on our train journey up the east coast to Watch Hill, Rhode Island. We venture to the smallest state in the USA and stay at the historic Ocean House. Come join us and our new neighbor Taylor Swift on this Itinerary!

Get your best Vineyard Vines gear packed up. We’re heading over to a longtime New England summer colony. Accessible only by air or sea, this island escape has everything you want in a getaway. Welcome to Martha’s Vineyard on this episode of The Itinerary

Tune in to hear about our socially distanced vacay in a major city and why you’d want to go to one right now. Plus ALL the delicious food we had on our explorations of this midwestern gem. All this and more, on this Itinerary!

What has the best seafood and weather in the North East during the summer? Nantucket! Tune in to hear about where to eat and stay and have some safe social distance fun amid a global pandemic. All that and more on this Itinerary!

Tune in for this special episode of The Itinerary, live from 33,000 feet above. We discuss our first plane ride in 3 months, which also occurred during the pandemic. See what’s new in travel, and what has stayed the same, all this and more, on this episode of The Itinerary.

Travel inside the epicenter of the Corona Virus as we come to you from NYC. Its been a wild last couple of months. We share our story of being on lockdown in Manhattan. From overcrowded hospitals, grocery store shutdowns, and living a life inside 4 walls 24 hours a day. We also give you our outlook on travel. When will it happen, what will it look like and why we’re still booking trips (kind of). All that and more on this Itinerary.

Welcome to one of the smallest towns in the world with a big presence in the food and hospitality space. It’s The Inn at Little Washington in Washington, Virginia. Chef Patrick O’Connell has been at it for 40 years in the same place. With no formal training he has become one of the great American chefs of all time. Now with 3 Michelin Stars, his restaurant and inn are a destination for all those seeking out a luxury country getaway with no cell service. All this and more on this episode of The Itinerary!

Episode 51 of The Itinerary comes to you from the Caribbean island of Anguilla. We talk to you from the luxurious Malliouhana Resort on Meads Bay in the British West Indies. A great place for a long weekend for people like us but some people stay for a month! Activities, Views, Infinity Pools, Music, Seafood and Sun on this Itinerary from Anguilla!

Welcome aboard to episode 50 of The Itinerary! Everyone is talking about Coronavirus as it spreads across the world. We give our thoughts on the impact on the travel industry and if you should keep or book that trip. All this and more on this Itinerary!

Grab your favorite umbrella drink and travel down to the exclusive Caribbean Island of St. Barths. On this episode we stay at the glamorous Eden Rock Resort while discussing bottle service etiquette, day clubs, weight limits on planes and if you should report a stain on your couch. All this and more on this Itinerary!