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Travel Planning

While much of New England appears in plain view in terms of history, beauty, arts, cuisine, and vibrancy, the best is too often only known or recognized by “lifers” like us who have really lived it, and so then missed by visitors without travel planning.

We are not a commission-driven travel agency, so please read on!

Travelers spend hours and hours to arrive here, on top of gasoline or flight costs, plus lodging and meals. Given the high-season cost of hotel rooms in greater Boston, many visitors only have a few days to explore what is around them in Boston, Cambridge, and environs.  Some business travelers have only part of a weekend, or even just a few hours to explore!

I help visitors enjoy Boston, and Massachusetts, and all New England as I do, by meeting them person-to-person on my web/audio bridge to help them think through and plan their travel here via focused, interactive Travel Planning sessions. We are not a commission-driven travel agency, and YankeeTravel.US does not profit from its suggestions to customers.

Knowing first-hand the limits of travel agents and travel agencies’ commission-driven work, the deficiencies of tourist literature and on-line resources, and unreliability of social media reviews and suggestions, YankeeTravel.US helps visitors plan to make the most of their touristic investments and opportunities based on their particular interests and what we already know and love about exploring here!

This includes Lexington, Concord, Boston Massacre, Boston Tea Party, and other key Revolutionary War sites. . .

"Slow" indeed!
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Italian "Liberty" style architecture in New Haven
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YankeeTravel.US completed itinerary planning form sample / single destination
Most New Englanders refer to Cape Cod simply as "The Cape." And while some hotel and restaurant advertising may suggest otherwise, most New Englanders consider The Cape to begin east of Cape Code Canal.
While Vermont has no seashore, it and all five other New England states boast all kinds of watersports.

YankeeTravel.US helps clients immerse themselves through focused, interactive itinerary planning sessions conducted online via Microsoft Teams meetings. Travel itinerary planning is customized around each customer’s in-take form and entails discussing and looking together on-line at: sites and events of interest; lodging including alternatives during peak visitor periods; places to eat and shop; best practices getting to / from / around; back-up plans for bad weather, etc.

YankeeTravel.US helps clients plan unique, immersive New England travel through person-to-person, conversational and interactive itinerary planning sessions conducted online via Microsoft Teams meetings. Itinerary planning discussion is customized around each individual customer’s in-take form and entails discussing and looking together on-line at: sites and events of interest; lodging including alternatives during peak visitor periods; places to eat and shop; best practices getting to / from / around; back-up plans for bad weather, etc.

Where are you interested in exploring? Boston / Cambridge, Massachusetts outside Boston / Cambridge, Rhode Island, New Hampshire, Maine, Connecticut, Vermont?

What kinds of sites do you most want to visit? Historical, Cultural and arts, Nature and outdoors, Food and restaurant, Sports?

Are you interested in nonEuropean New England? Indigenous New England, African-American New England, Asian-American New England, Latin-American New England?

About Travel Planning Sessions

  • Customers and I meet for 50 minutes per session via Microsoft Teams.
  • Web and audio bridge link provided upon prepayment, via session confirmation e-mail. And I send appt. reminders via e-mail and text!
  • Session discussion scope can include Greater Boston, Massachusetts, Maine, New Hampshire, Vermont, Connecticut, and / or Rhode Island. . . and even adjacent Canadian provinces.
  • Travel itinerary planning is customized around each customers’ in-take form and typically entails discussing and looking together on-line at: sites and events of interest; lodging including alternatives during peak visitor periods; places to eat and shop; best practices getting to / from / around; back-up plans for bad weather, etc.
  • During their sessions, customers should take written notes on itinerary discussion details either in spreadsheet forms provided by YankeeTravel.US, or in another other format of their choosing.
  • Based on their planning session notes, customers then make their own arrangements with third-party vendors for travel, lodging, meals, entertainment, admissions, and any tours not offered and given by YankeeTravel.US.
  • Please ensure that you complete the YankeeTravel.US in-take form so we make the most of our time together and your visit!

Travel itinerary planning sessions typically involve discussing: 

What you want to see and do

Our planning sessions begin based on customers’ in-take form responses.

Avoiding crowds and tourist traps, and helping customers see all they want to see, “hidden gems” for instance. . .

Many of the joys of Boston are easier and less expensive to enjoy in other smaller New England towns

Getting around

Three of our beautiful New England states are not well connected to each other by interstate highways. There are some routine traffic backups on regional interstates which we can help you avoid.

Boston, Cambridge, and nearby towns share a robust public transportation system — including water transport — so you can visit nearby towns, some of New Hampshire, or some of Rhode Island sustainably. . . without needing an automobile!

We can tell you this up-front “for free”: not every rural corner of our region is easy to explore via bicycle.

Where to stay

We can help you evaluate hotels, bed and breakfasts, and other types of lodging and locations.

During high-season April through October–and for some other purposes–downtown Boston and even Back Bay may not be economical and practical places to stay overnight to explore Boston.

In some areas, quaint New England bed and breakfasts may overprice themselves for many travelers.

Where and what to eat

Restaurants, food halls, pubs, gourmet food shops, farmers’ markets, local artisanal agriculture, and more.

In some areas, credit cards are NOT widely accepted…And some lobster rolls are better than others!

How YankeeTravel.US assesses whether a restaurant or lobster shack offers fresh lobster as opposed to “refresh”.

How YankeeTravel.US decides where it eats on New England adventures!

Destinations, activities, and events

Generally, we recommend that even visitors staying in Boston try to spend at least a few hours exploring outside downtown Boston because history, culture, convenience, and natural beauty abound across this region and because all six states are dotted with quaint, historic, welcoming, and comfortable towns and small cities.

Arts and culture — New England has several world-class art galleries which are free!

Sports and athletics — Perhaps you’d like to ice skate on an NHL practice rink?  What about good seats to watch the Red Sox in Fenway Park? Where should one buy tickets? How about some top-notch college women’s basketball?

Now, what would YOU like to see and do, eat and drink, ponder and make your own on your upcoming visit here?

Book your travel itinerary planning session now, and please ensure that you complete the YankeeTravel.US in-take form so we make the most of our time together and your visit!