Active, Adventure & Family Travel Consultant

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Sherry Chesley, Travel Agent in Kingston, NH

Sherry Chesley

Kingston, NH Travel Agent
Super Agent

Sherry Chesley

Kingston, NH · 5 Years of Experience

Adventure Travel And Cruising, an independent agent with Cruises & Tours, Unlimited, a Travel Leaders Network Affiliate Agency
5.0
(43)
100% Recommended
Sherry is amazing. She is personable, down to earth, laid back, but can definitely take care of business! She planned our honeymoon from just a n... Read More >
About
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Itineraries
Client Testimonials

Areas of expertise

Destinations:

Alaska, Hawaii, Italy, Iceland, Africa

Interests:

Groups, Cruises, Family Vacations, All Inclusive, Escorted Tours

Suppliers:

Rocky Mountaineer, Hurtigruten, G Adventures, Viking, Norwegian Cruise Line

About Me

Maui...my personal favorite travel destination
Maui...my personal favorite travel destination

Checking items off of your bucket list one adventure at a time! 

Specializing in crafting extraordinary, bucket-list travel experiences for adventurous professionals like you — active, culture-curious, and ready to explore the world in style.

You’ve worked hard, and now it’s time to travel smarter, not harder. Whether you’re hiking through Patagonia, snorkeling in the Maldives, or immersing yourself in the rich traditions of Japan, we handle every detail — so you can focus on the adventure.

As an expert in luxury adventure travel and curated cruises, I offer exclusive perks, VIP access, and seamless itineraries designed for those who crave both excitement and comfort. Whether you're traveling solo or with like-minded explorers, I make sure your journey is effortless, unforgettable, and truly extraordinary.

The world is waiting. Let’s check those dream destinations off your list —together 

  • Custom-crafted adventures 
  • Exclusive perks & insider access 
  • Hassle-free planning by experts

Where to next? Let’s plan your next great escape. 

Hear what some of our clients are saying.

Sherry booked an amazing multi-generation family vacation for us! Sherry was always willing to answer questions, give experienced advice on each option and send us pricing packages.  We ended up pleasing everyone in our extended family of 9 with a day at Disney, a day at Universal and a beach house rental (plus flight, car rental, hotel) Sherry got everything set up and booked for us, including travel insurance, and followed up on any further questions we had. Before we left, she presented us with personalized folders of our travel documents and reminded us of her availability if we needed anything during our trip. I whole-heartedly recommend working with Sherry for all your vacation needs: I know I will! Sara Graham 

 

 

 

 

 

 

REVIEWS

Rating: 5.0
43 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 43 reviews

Bermuda Honeymoon
Reviewed By Sd129905 - Zanesville Ohio | Traveled to Bermuda ~ Caribbean
Sherry is amazing. She is personable, down to earth, laid back, but can definitely take care of business! She planned our honeymoon from just a n are bones statement of
" we need to plan our honeymoon." She helped us pick a cruise vs resort, where we could go without passports, etc. She helped with documents, papers, and making sure we knew what we needed to do. We couldn't have done it without Sherry!1
Sherry Chesley responded
"Thank you so much! I am so happy you enjoyed your honeymoon and it was an absolute pleasure to work with you! I look forward to helping with those anniversary destinations! "
I would recommend this agent to my family and friends.
2 of 2 people found this review helpful. Was this review helpful to you?YES|NO
Sherry saved my Honeymoon!
Reviewed By Alyssa M - Kingston, NH | Traveled to Puerto Rico ~ USA
Sherry is on top of everything! Sherry planned our honeymoon (and rescheduled due to flight cancellations), she was patient with me while I was freaking out, responded quickly and was able to answer every question we had. Since then, I go to Sherry for even the littlest things like booking a hotel room and future vacation ideas.
Sherry Chesley responded
"Thank you Alyssa! I'm so glad you enjoyed your honeymoon in Puerto Rico and I look forward to helping with all of your future travel plans! "
I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
Fun with friends
Reviewed By Morticia - Cross Plains | Traveled to Bahamas | Caribbean
This cruise was fun. The weather was way colder than expected. I like the magnet on our door was cool for the home is where the murder is. That was a great show to watch in person. We had several issues with our flights so that was frustrating.
I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
Made this whole trip possible!!!
Reviewed By Spaceman99 - westminster, maryland | Traveled to Abano Terme | Italy | Europe
We had a group of 10/9 for a 13 day vacation in Europe. A week in Italy and then a cruise. We took planes, trains, autos, busses and boats on this trip. There were all sorts of last minute curveballs that would have been an absolute disaster without her. Knowing our family could reach out DURING the trip to help with last minute changes relieved a lot of stress. My next vacation will definitely booked through her.
Sherry Chesley responded
"Thank you so much for the kind words, it was a pleasure working with you and we made it through the ups and, many, downs! I look forward to working with you in the future! "
I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
The Best Italian Trip of a Lifetime!
Reviewed By InSherryChesleyWeTrust - Portsmouth, NH | Traveled to Italy | Europe
Sherry Chesley has organized and designed multiple large trips for our family over the last decade. She has identified wonderful places to stay, eat (both casual and more upscale), and explore. This trip was no different. We asked her to help us find a cruise around Italy and to plan for several days before and after the cruise to explore the local culture. She found us a fantastic 11-day cruise from Rome to Venice. The cruise included amazing stops and excursions in Florence, Pisa, Portofino, the Amalfi Coast, Sicily, several stops in beautiful historical coastal villages in Croatia and Montenegro, and finally in Venice. We could never have seen so many places and enjoyed ourselves without the expert assistance, guidance and overall regional knowledge that we received from Sherry. Sherry is a travel pro's pro.
Sherry Chesley responded
"I am so glad your trip was all you had hoped! It is always a pleasure working with your family to make amazing memories! Your kind words are appreciated! Ciao!~"
I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

The Book with Confidence logo tells you that this Travel Advisor has direct access to comprehensive resources for safe and healthy travel, available at their discretion for sharing with clients.  This includes vetting the details on the health and safety protocols implemented by each travel provider in order to recommend the ideal itinerary for each client’s unique needs.
Certified Active & Adventure Travel Specialist: During this certification program Travel Agents study several components including: Understanding the Active & Adventure Travel Customer, Destination Knowledge, Active & Adventure Travel Experiences, ATTA Travel Resources, Active & Adventure Preferred Suppliers, Case Studies and a Marketing Plan. This is a two-year study program.
Trusted Travel Advisor: A Trusted Travel Advisor credentials, resources and global connections translates to today’s consumer in respectful interactions, confidentiality, knowledge, and client advocacy of travel services provided in parallel with building long lasting client relationships that builds with each interaction.  A Trusted Travel Advisor knows their client better than the client may know themselves and puts those polishing touches on each travel collaboration.
Holland America Line Academy Specialist
Holland America Line Academy Specialist
Hurtigruten Expeditions Certified Agent
Hurtigruten Expeditions Certified Agent
NCL University - PHD Degree
NCL University - PHD Degree
Oceania Certified Specialist
Oceania Certified Specialist
Oceania Certified Travel Advisor
Oceania Certified Travel Advisor
Royal Caribbean University - Bachelor of Adventure
Royal Caribbean University - Bachelor of Adventure
Seacademy - Gold Certification
Seacademy - Gold Certification
TRACKS (Rocky Mountaineer Specialist)
TRACKS (Rocky Mountaineer Specialist)
Viking Expert
Viking Expert
CTA
Hawaii Specialist
Iceland Specialist
Roadtrips Specialist
Alaska Specialist

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Travel Stories

Ketchikan's historic Creek Street

Our Alaskan Cruise

My family and I were lucky enough to sail the Alaskan Coastline aboard the Majestic Princess. Cruising is the perfect was to see the coastline, truly breathtaking! I cannot wait to head back to Alaska to make our way inland...it is truly an amazing destination and should be top on every one's bucket list!...
Read more

Recently hatched and removed from the sand

Sea Turtle Release - Oracabessa Sea Turtle Project

In 2021 my family and I visited Jamaica and had an amazing time throughout our entire journey. The locals are so much fun and definitely made us feel at home and the island is absolutely breathtaking.  None of this compared, however, to the experience we had helping newly hatched baby Sea Turtles make their way to the ocean.  The look on my chil...
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Client Testimonials

Italy Trip of a Lifetime
Sherry Chesley has organized and designed multiple large trips for our family over the last decade. She has identified wonderful places to stay, eat (both casual and more upscale), and explore. This trip was no different. We asked her to help us find a cruise around Italy and to plan for several days before and after the cruise to explore the local culture. She found us a fantastic 11-day cruise from Rome to Venice. The cruise included amazing stops and excursions in Florence, Pisa, Portofino, the Amalfi Coast, Sicily, several stops in beautiful historical coastal villages in Croatia and Montenegro, and finally in Venice. We could never have seen so many places and enjoyed ourselves without the expert assistance, guidance and overall regional knowledge that we received from Sherry. Sherry is a travel pro's pro.
Jameson P., Stratham New Hampshire
Multi-Generation Family Vacation Success!
Sherry booked an amazing multi-generation family vacation for us! Our ideas probably changed 100 times as we began planning: Would we go on a cruise? Stay at an all-inclusive resort? Rent a house? Sherry was always willing to answer questions, give experienced advice on each option and send us pricing packages... and never seemed frustrated as we kept changing paths We ended up pleasing everyone in our extended family of 9 with a day at Disney, a day at Universal and a beach house rental (plus flight, car rental, hotel...) Sherry got everything set up and booked for us, including travel insurance, and followed up on any further questions we had. Before we left, she presented us with personalized folders of our travel documents and reminded us of her availability if we needed anything during our trip. We had the best time, and it was exactly what we all needed/wanted! I whole-heartedly recommend working with Sherry for all your vacation needs: I know I will!
Sara Graham
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