Travel Advisor

Advisor - Stephanie Cunningham

Stephanie Cunningham

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Expertise

  • Spain,
  • New England,
  • All-Inclusive Travel,
  • River Cruises,
  • Food & Wine

Based in

Boston, Massachusetts

Minimum booking Budget

$500/night

Profile details

About

A native New Englander, lover of all things Spain and 20-year Meeting & Event Professional, I am passionate about providing personalized, collaborative expert travel solutions for both businesses and individuals. A lifelong learner, with a relentless curiosity for new places and a keen eye for detail — I remove the stress, time and overwhelm that comes with planning that perfect travel experience. While my forte is groups, corporate & MICE, I can also assist individuals looking for a hotel booking, excursions, tours, destination all-inclusives and anything in between!

Why work with me?

- One-on-one partnership

- Insider experience and tips

- Exclusive offers and perks

- Customized itineraries

As your personal Travel Advisor, I am dedicated to helping you create a lifelong tapestry of connections with people and places through travel!

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Travel style

I am the type of traveler that encompasses a measured amount of site seeing, relaxation and off-the-beaten-path activities.

Stephanie's travel guides & trip reports

An ariel view of the beach at sunset.
Guide

Weekend in Chatham, Cape Cod

Cape Cod has been a reoccurring destination for many New Englanders over the decades and rightly so, it has all the components of a beach vacation that caters to all walks of life with plenty to do....
Sea and seaside view
Trip Report

Property Spotlight: Hotel Aigua Blava - Costa Brava

In July 2023, I did a site inspection of the Hotel Aigua Blava located in Begur, one of the most beautiful coastal towns in Costa Brava. This property is situated in one of the many coves within the ...
View of Boston port
Trip Report

5 Boutique Hotels in Boston

Welcome to Boston! Home of the lobster role, the World Champion Red Sox and Patriots and the best place to call home! A city steeped in history and vibrant culture, where every cobblestone street...
Sea and seaside view
Trip Report

4 Martha's Vineyard Hotels

Martha’s Vineyard, one of the many gems of New England, is nestled off the coast of Massachusetts. “The Vineyard” is an idyllic island known for its pristine beaches, charming towns and rich history. ...
A body of water near a rocky shore
Guide

Discover Newport, Rhode Island

Welcome to Newport, Rhode Island! Where history, charm and coastal beauty converge to create an unforgettable destination. Only two hours from Boston, Newport is easy to get to and is nestled along...
Red door of Lake Placid Lodge.
Guide

Weekend Getaway Series: Lake Placid, NY

The Adirondacks hold a special place in my heart and visiting Lake Placid brought back a flood of wonderful memories. My grandparents owned a "camp" on Lake George, part of the broader Lakes Region,...
A picture of seven different colored ski helmets lined up on a wooden bench.
Guide

The Best Ski Resorts - East Coast

As a New Englander and snowboarder, I feel fortunate to have the opportunity to be within a few hours’ drive to some of the best snow-capped peaks and slopes in the world. The variation of each of...
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Favorite hotels

Stephanie's travel photos

A bottom-up view of a stone building in Spain with detailing, tourists, green bushes and a blue sky in the background.
A sandy path, green wild grass and boats on the water at sunset.
Two beach chairs under a straw umbrella looking out to the blue water and waves rolling in.
A white house and lighthouse next to a fence, rocks, green grass and the blue sea in the background under a blue sky.
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Stephanie's reviews

Stephanie was great. She was always on top of things, thorough and very good at communicating with us. We would highly recommend her!

A+

Stephanie was delightful and easy to work with and went the extra mile to ensure we had a great trip.

Get in touch with Stephanie

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Stephanie within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).

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Advisor - Stephanie Cunningham

Travel Advisor

Stephanie Cunningham