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!

EP 58 The Itinerary: Watch Hill, Rhode Island 

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

EP 57 The Itinerary: Martha’s Vineyard 

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!

EP 56 The Itinerary: Chicago

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!

EP 55 The Itinerary: Nantucket 

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.

EP 54 The Itinerary: Back In The Air 

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.

EP 53 The Itinerary: Corona in NYC & Lack of Travel 

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!

EP 52 The Itinerary: Inn at Little Washington 

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!

EP 51 The Itinerary: 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!

EP 50 The Itinerary: Coronavirus & Travel

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!

EP 49 The Itinerary: St Barths

Enjoy listening to your travel tales and insights to various locales.

Great to Listen To....

Jared has the pulse on traveling anywhere in the world and is a great communicator with terrific content.  A must download for POD lovers and travel-obsessed people.

The Itinerary is awesome!

The Itinerary 

Join us on our journey to Bora Bora. Explore the St. Regis in French Polynesia. We give you an inside look on how we got there, where we stayed, what we ate and more on The Itinerary.

EP 12 The Itinerary: Bora Bora 

Nia Sanchez

And the winner is....Episode 36! Welcome back, this weeks special guest is Miss USA, Nia Sanchez. Tune in to hear how her title took her across the globe, whether it be nearby to lobby in our nations capital or to Asia and what she did for a paycheck when she decided to stay, hint hint: it’s magical and may come with a kingdom. All this and more on this episode of The Itinerary

EP 36 The Itinerary: Miss USA, Nia Sanchez

Episode 40 of The Itinerary comes to you from one of the most beautiful places on Earth. We’re live at the St Regis Maldives and giving you the inside scoop on one of most people’s bucket list places to visit. It’s very pretty and very remote. Only accessible by seaplane and food is delivered twice a week to the island. This is the place to unwind and let them take care of you and they’re happy to do so! Tune in to hear how this slice of paradise stacks up with other can’t miss spots in the world! All this and more on this Itinerary.

EP 40 The Itinerary: Maldives 

Episode 46 of The Itinerary brings you to the Amalfi Coast! This slice of paradise in Southwestern Italy is a must-do vacation for all those seeking a European getaway outside of a big city. We visit Positano and Capri on this trip and share how we got there, where we stayed, what we ate and much more of this Itinerary!

EP 46 The Itinerary: Amalfi Coast

Jared Freid

Comedian and Host Jared Freid joins the show this week! We discuss his life on the road as a stand up comic. The hustle of late nights leading to early mornings. His love for Delta &amp; The Delta App. His best and worst college football towns to travel to. We also chat about his trip to Kuwait &amp; his experience performing for our Troops in the Middle East. All that and more on this Itinerary.

EP 24 The Itinerary: Traveling as a Comedian & Kuwait Featuring: Jared Freid

Join us on our journey to Greece. Explore Athens &amp; Santorini. We give you an inside look on how we got there, where we stayed, what we ate and more on The Itinerary.

EP 8 The Itinerary: Greece

Carly Helfand

Episode 34 is here and it’s frugal AF! Join us as we speak with Carly Helfand, editor of 52citiesblog.com. Carly has been traveling to at least 52 cities a year for the past 9 years, that’s 468 cities and she’s been doing it for free with points and miles. Tune in to hear even us get schooled on the points and miles game. All this and more on this episode of The Itinerary.

Episode 34 is here and it’s frugal AF! Join us as we speak with Carly Helfand, editor of <a href="http://52citiesblog.com" rel="nofollow" target="_blank">52citiesblog.com</a>. Carly has been traveling to at least 52 cities a year for the past 9 years, that’s 468 cities and she’s been doing it for free with points and miles. Tune in to hear even us get schooled on the points and miles game. All this and more on this episode of The Itinerary.

EP 34 The Itinerary: Free Travel with Points & Miles featuring, Carly Helfand

Traveling to 61 countries with kids! We welcome in special guest Erica Levine Weber of www.theworldwidewebers.com who gives us an inside look of what it’s like to go all over the world with her little kids. All the joy and all the travel nightmares that go along with trying to visit every country in the world. We speak about their recent trip to Uzbekistan and why she says you may not know where it is but should be high on your bucket list. All that and more on this Itinerary.

Traveling to 61 countries with kids! We welcome in special guest Erica Levine Weber of <a href="http://www.theworldwidewebers.com" rel="nofollow" target="_blank">www.theworldwidewebers.com</a> who gives us an inside look of what it’s like to go all over the world with her little kids. All the joy and all the travel nightmares that go along with trying to visit every country in the world. We speak about their recent trip to Uzbekistan and why she says you may not know where it is but should be high on your bucket list. All that and more on this Itinerary.

EP 21 The Itinerary: Traveling with kids & Uzbekistan

Special guest Lindsay Silberman joins The Itinerary to discuss quitting her corporate media job to become a full time travel influencer. We talk about how and why she decided to take the plunge, how it all works and what advice she would give. We also review her recent trip to Kyoto. How she got there, where she stayed, what she ate and more on this Itinerary. Follow her on Instagram @Lindsaysilb and check out her website Lindsaysilberman.com #silbsquad

Special guest Lindsay Silberman joins The Itinerary to discuss quitting her corporate media job to become a full time travel influencer. We talk about how and why she decided to take the plunge, how it all works and what advice she would give. We also review her recent trip to Kyoto. How she got there, where she stayed, what she ate and more on this Itinerary. Follow her on Instagram @Lindsaysilb and check out her website <a href="http://Lindsaysilberman.com" rel="nofollow" target="_blank">Lindsaysilberman.com</a> #silbsquad

EP 23 The Itinerary: Quitting a corporate job to become a travel influencer & Kyoto 

Justin Ross

Tune in for the OG travel influencer, Justin Ross Lee. Hear about why he broke his NYC lease to move to Thailand, because as he says “why not”, to which tropical destination he feels is the most overrated, what low brow in flight trick he pulls to get a high brow upgrade, as well as which hotel chain he has an allegiance to, all this and more on this episode of The Itinerary.

EP 26 The Itinerary: Jew Jetting Travel Hacks & Bali Featuring: Justin Ross Lee

Join us on our journey to Saint Lucia. Explore the Jade Mountain Resort where they’re anti 4th wall. We give you an inside look on how we got there, where we stayed, what we ate and more on The Itinerary.

EP 10 The Itinerary: Saint Lucia 

Join us on our journey to Italy! Explore Lake Como, Florence, Tuscany and Rome. We give you an inside look on how we got there, where we stayed, what we ate and more on The Itinerary.

EP 6 The Itinerary: Italy 

The first of a four part European summer itinerary is Sicily! Join us as we discuss airport blunders, what exactly super alcohol is, real scampi, why so many bees and 9 year olds that act like they’re 49. Plus, you can win a $50 gift card to the airline of your choice by listening and following on Instagram @Theitinerarytravel

EP 27 The Itinerary: Sicily

Jaime Getto

Episode 38 of The Itinerary features Jaime Getto Co-Founder of Nowaday. Step back in time as Nowaday guides you through an unforgettable loop of Manhattan’s most iconic sites in a fully restored classic car. We rode in the 1933 Buick and chat with Jaime about how the business got started, what customers can expect on the tour and how she got all these cool classic cars. All this and more on this Itinerary!

EP 38 The Itinerary: Nowaday Co-Founder, Jaime Getto

Making travel memories with a diagnosis: Special guest this week is former Bon Appetit Advertising Director, Tami Eagle Bowling. Diagnosed with Stage 4 Metastatic Breast Cancer about 4 years ago she spoke on her inspiring journey and all the positive change she’s making in her community. Traveling is such a joy for her during these tough times and we review her recent trip to Lisbon, Sinatra and Cascias in Portugal on this Itinerary.

EP 20 The Itinerary: Traveling with a diagnosis & Portugal

Tune in to hear about our favorite city of the year...Copenhagen! From picturesque views to unbutton your pants meals. All this and more on this episode of The Itinerary

EP 43 The Itinerary: Copenhagen 

Episode 32 of The a Itinerary is here and it’s killing it!! Just ask our special guest Roshan Melwani of the famous Sam’s Tailor in Hong Kong. Sam’s is the originator of the 24 hour custom suit and has been fitting global celebrities and the general public for decades. Tune in as Roshan dishes on the celeb who made his biggest sale ever (hint, hint his name is synonymous with fashion) and which actor he had a serious bromance with. All this and more on this episode of The Itinerary.

EP 32 The Itinerary: Traveling for Custom Suits with Sam’s Tailor

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