Gail Rosenberg 

Newton Highlands, MA United States
An independent affiliate of Largay Travel
Why work with an advisor? 
Travel Specialties
  • Adventure
  • Family Travel
  • Safari
  • Independent Tours
  • Ocean Cruising

  • New Zealand
  • United Kingdom
  • Botswana
  • India
  • Italy
  • View More...
Selling Travel Since
  • English

My Background

I am married with two grown and married daughters and 5 grandchildren. In addition to my devotion to my family and addiction for travel, living just west of Boston has me loving New England, the Red Sox, the Patriots and the Celtics!! I have had the privilege of working in the travel industry since 1988. My passion for unique experiences, when combined with my extensive firsthand destination knowledge, has enabled me to successfully convert many of my client's dreams into lifelong travel memories. I have been featured in a number of distinguished travel industry periodicals and articles detailing my obsession with service, details and client customization. I believe two clients can visit the same destination and have an entirely different experience due to my ability to personalize their itinerary to their respective needs. I specialize in deluxe, custom designed land tours and cruises. The unique insights that I offer are the result of me having traveled to many different countries and continents. I look forward to the privilege of making your travel dreams a reality!

A life worth living is a life well traveled.

Places I Have Traveled

Reviews and Recommendations for Gail Rosenberg


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My agent makes the difference

By: Andie

Reviewed on: 12 Apr 2013

Gail Rosenberg planned my African Safari to be a trip of a lifetime. Gail told me ,as we planned ,that she wanted me to see Africa the way she wanted me to see it. So I put my trip in her hands and she didn't disappoint. Every detail was covered as we were met and transferred by the Wilderness team all along the way. At every safari camp we were met by waving staff members, with big welcoming smiles on their faces. I saw every big and small game that Africa had to offer. I am convinced that Gail had her hand in that too, by choosing such wonderful camps. I can't say enough good things about my Wilderness guide, Dave Todd, in Capetown and wine country. He was fantastic, friendly and so knowledgable of Africa; the cape area in particular. Dave gave me wine tasting tips and photographic advice all along the way. I loved every day of my 21 day trip and Gail made all that happen.

Highly recommended

By: Not provided

Reviewed on: 30 Nov 2013

The BEST travel agent. Perfect in every area!!! I would only use Gail. Very efficient, and knowledgeable

Very highly recommended

By: Carol and Jummy

Reviewed on: 22 Feb 2014

FAbulous and everything went snoothly

Fabulous Adventure!


Reviewed on: 26 Mar 2014

Very well planned and executed. Enjoyed hotels, guides and drivers.A wonderful trip from start to finish!

The perfect travel agent!!! Absolutely dependable and helpful every step of the way!

By: Not provided

Reviewed on: 26 Apr 2014

Highly recommended

By: Not provided

Reviewed on: 12 Jul 2014

Highly recommend

By: Rob

Reviewed on: 24 Jul 2014

Excellant agent!!

Great in all respects

By: David G

Reviewed on: 16 Sep 2014

We love the hotel and our room, the amenities, and the service were all a 10. Can't wait to come back.

great time


Reviewed on: 01 Oct 2014

We had a wonderful trip to the UK.

Planned the Perfect Trip

By: McKey

Reviewed on: 03 Oct 2014

Gail helped my daughter and me plan a mother-daughter trip to Mallorca and Barcelona after a family wedding in Rome. We asked for her help very last minute, and she jumped right in to recommend and book hotels, book our air travel and car rental and airport transfers. Her recommendations on hotels were perfect for us, she made all the arrangements efficiently, the booking info was sent to us promptly, and, most importantly, she was a pleasure to work with. We felt that we were in the best hands!!

Perfectly planned trip

By: Billk

Reviewed on: 06 Oct 2014

Gail was great - she found us the best-situated, coolest boutique hotel in Rome, and organized transportation for us to drive to the Island of Elba. We loved the whole thing - thanks Gail!

Knowledgeable, easy to work with

By: wg

Reviewed on: 22 Oct 2014

Gail is quick-thinking, easy to work with, and knowledgeable about what she does. She understood exactly what I was looking for and offered great recommendations!

Outstanding service, as always!!!

By: Steve

Reviewed on: 31 Dec 2014

Gail did a phenomenal job, as she always does! Excellent choice of air travel and hotels -- tailored to our specific tastes. We wouldn't go anywhere without Gail's expert help! She is a pleasure to work with!

Consistent, outstanding performance

By: JinBos

Reviewed on: 13 Feb 2015

Consistent, outstanding performance...... has wide personal experiences which make her recommendations accurate.... available to solve a crisis 24/7..... very highly recommended....

Excellant service

By: Robin

Reviewed on: 19 Mar 2015

Excellant service, very knowledgeable, very patient, very helpful. Love my travel agent Gail!!!!

very attentive, complete service

By: asl

Reviewed on: 22 Mar 2015

Gail took care of unplanned trip on short notice with great care, despite ongoing changes. She was constantly available and took care of everything asked of her.

Expert personable service

By: Susan

Reviewed on: 27 Mar 2015

Everything was perfect. There were aircraft changes and schedule changes and Gail stayed on top of everything for us. We were a large group traveling together and it was just perfect!

L0s Angeles


Reviewed on: 14 Apr 2015

Our trip was perfect. Gail arranged everything perfectly. Our car was waiting at Hertz, the flights were fine and the hotel is the best. All was great.

Great service

By: Commodore

Reviewed on: 03 May 2015

Gail is efficient,caring,diligent and puts clients needs first.Her recommendations for hotels have been excellent..mans I know if something goes wrong Gail can fix it.

Attention to detail

By: BQ

Reviewed on: 19 Jun 2015

Gail offered great advice and got us terrific connections on all our flights. It was a complicated itinerary and she handled every detail of it. Gail told us how to get our Visas online and made sure we did that in a timely manner. So easy to work with.

Wonderful Service….

By: J7011

Reviewed on: 11 Jul 2015

Gail service is wonderful…. She is consistently, friendly, competent and on time…. I could not ask for anyone better….

Super efficient, friendly and helpful.

By: AlexN123

Reviewed on: 14 Aug 2015

I'd never used a travel agent before our honeymoon, and now I don't think I'll ever book travel without Gail again. The experience was so easy, Gail did all the research and booking the best possible flights and hotels for us. She gave us her recommendations, and gave us some strong advice on other things we were thinking about (which in hindsight, I'm very glad we followed). She hooked us up with the Virtuoso program, which gave us access to complimentary breakfast buffet packages at both hotels we stayed (the value of which was around $100, per day). That sounds like a small thing but ended up being very key. She also is very dedicated and personally invested in the satisfaction of her clients. She encouraged us to reach out to her at whatever time of day or night whenever we had questions or itinerary changes that we wanted to make, and she was without fail, extremely accommodating. Simply put, she's the best. Thanks Gail!

Friendly and Expert Service

By: Andy

Reviewed on: 13 Aug 2015

We had to make multiple changes to our itinerary mid trip and Gail was very helpful in assisting with the arrangements. She was also very helpful in the planning stages and getting me information on my trip in a timely manner. Thank you!

Perfect Safari

By: Vrees Family

Reviewed on: 08 Sep 2015

Every single detail of our trip was perfect! I can't imagine how it could have been any better. Lodging, food, service, guides, transportation and itinerary should be a model for other similarly minded clients. Gail, you outdid yourself once again. THANK YOU!


By: Traveling Doc

Reviewed on: 16 Sep 2015

very attentive to details and very resourceful

Expert planning and execution

By: art

Reviewed on: 20 Sep 2015

Gail found us an excellent hotel and used miles for our overseas flights. All went smoothly.

Great Service

By: Arnie18

Reviewed on: 07 Oct 2015

As always, every last detail was planned to perfection

a lovely weekend


Reviewed on: 18 Dec 2015

Gail planned a nice getaway for us at the Four Seasons. When we arrived in our upgraded room, we had a lovely surprise -- a nice cheese plate, two martinis ready to be mixed, and a nice chilled bottle of chardonnay. We felt very welcome! The service was great all weekend and we really enjoyed the breakfast buffet that was included in our room price.

St Barths

By: Don

Reviewed on: 01 Jan 2016

Guanahani is a wonderful boutique hotel Great service and staff All the rooms have been recently updated We would compare this to Anguilla (which had always been our favorite island) With the Euro has favorable as it is, it makes St Barths semi reasonable alternative

Exceptional professional service

By: charlie

Reviewed on: 05 Jan 2016

I can't say enough good thing about Gail. Always Exceptional professional service.

Superb, As Always!!

By: Steve M

Reviewed on: 24 Feb 2016

Gail did a phenomenal job arranging our "last minute" trip to Las Vegas! As always, she goes out of her way to make sure every detail is taken care of. She is a true "gem"!

Friendly , Knowledgable and Efficient

By: G4

Reviewed on: 16 Mar 2016

My experience with Gail was extremely positive. She was efficient, professional and helpful.

Family Trip to Hawaii

By: Jules

Reviewed on: 21 Mar 2016

Gail helped plan a wonderful family trip that included great hotel accommodations for our young family. Her expertise helped guide me in making the best choice for our family. In her absence, her colleague Jane was most accommodating to help through a last minute change. I have been working with Gail for many years and she had gotten to know our family well. I value her insight and trust her recommendations. I would be glad to recommend Gail to others!

Great service.

By: arthur

Reviewed on: 07 Apr 2016

As usual, Gail is on top of all of our needs.

Not A Single Misstep!

By: Susan26

Reviewed on: 09 Apr 2016

We loved our trip to New Zealand from start to finish! Our Lodges were outstanding, the scenery gorgeous, we liked every one of our guides/drivers. The food and wine was delicious, all our planned activities were terrific - educational, fun and very worthwhile. The people are outgoing,friendly warm and playful! New Zealand is an excellent adventure!

The Best Travel Advisor Ever

By: pk

Reviewed on: 12 Apr 2016

Gail's knowledge and ability to connect with appropriate resources to make travel plans anywhere in the world is only surpassed by her personality, genuine care for her clients and ability to relate on all levels!!

All worked well--nice trip

By: pokerplyr

Reviewed on: 25 Aug 2016

Everything went as planned--that's what we expect

the best

By: Connie

Reviewed on: 30 Aug 2016

Every trip is perfect when Gail arranges it...can I say more!

She's amazing

By: Connie

Reviewed on: 05 Oct 2016

We have never been disappointed when Gail has planned our trip. She has so much knowledge and really understands her product and her client. We know we can't go wrong when Gail plans a trip for us. She is the best!!!!

Great service....very friendly

By: Rocky

Reviewed on: 15 Oct 2016

Great service from start to finish. Many travel agents are good at the beginning. Not only does Gail's plan a great trip: she is always there when things don't go as planned and you need her expertise to solve a problem.

Outstanding Service, as Always!

By: Steve

Reviewed on: 07 Nov 2016

Gail is phenomenal! She does the very most to make every one of our trips successful. She is a true pleasure to work with!

Requested Review (Of Gail and Holland America and Delta Airlines)

By: Bob

Reviewed on: 20 Jan 2017

Great. A very nice person and a very professional person.

New Zealand

By: Val

Reviewed on: 01 Mar 2017

i have worked with Gail for many years. She definitely knows by now what I like and what I will be willing to spend money on and where I like to try to save. Gail has been really terrific- we have had many great trips that she has helped to plan and of course I cannot wait to plan the next one!! I have recommended her to friends and family and will continue to do so!

Harbour Island

By: Dawn B.

Reviewed on: 02 Mar 2017

She is so knowledgeable about locations and resorts. Haven't had a bad trip yet.

Palm Beach

By: Kay

Reviewed on: 04 Mar 2017

As always, Gail does a first class job in getting the best perks possible. We were upgraded and everything went smoothly. Gail is very efficient and leaves no detail unattended to.

Miami - Nashville - Boston - Miami

By: Rocky

Reviewed on: 13 Apr 2017

Easy and professional.... she solves all problems....

California trip

By: Kay

Reviewed on: 04 Jul 2017

Gail is the best travel consultant I have ever used. We travel frequently and I used to,do,all the planning myself, but now I would not do,it without Gail. Her attention to detail,and follow up is first class - something you don't find in many people today. She cares about her clients and I feel as if she is a long time friend who caters to our every need. Her knowledge and experience are invaluable and she is always available to answer questions. Gail is truly one of a kind and I love dealing with her.

Another success!

By: Maya

Reviewed on: 10 Jul 2017

The hotel was PERFECT and the flight went smoothly. Gail really knows what we like and always nails it!

Gail is great


Reviewed on: 17 Jul 2017

Gail is great -- she got me wonderful discounts and upgrades.


By: Jo

Reviewed on: 18 Aug 2017

Gail is a truly dedicated travel advisor. She attends to every detail and thinks of her clients' individual preferences. Every trip we have taken with Gail has been more wonderful than anticipated. I would never plan even an overnight get away without Gail's help.


By: Slim

Reviewed on: 05 Sep 2017

Easy as always and great attention to detail. Gail arranges all our travel because she has proven to be knowledgeable, detailed and especially friendly and caring.

Great Job

By: no thanks

Reviewed on: 25 Oct 2017

Always a pleasure. Gail is very efficient and responsive.

Gail Rosenberg - Don't leave home without her!!

By: Jo

Reviewed on: 16 Nov 2017

I only use Gail as a travel advisor. She is so well versed in both domestic and international adventures. Gail is detail oriented and presents lots of options in terms of destinations, where to stay, how to get there and highlight experiences. She really listens to her clients therefore producing a highly customized trip. I would never go anywhere without Gail's help and recommend her completely.

A Superb Travel Experience!

By: Steve

Reviewed on: 03 Dec 2017

Every trip planned by Gail Rosenberg is a true pleasure!! She is exceptionally caring and competent!


By: art

Reviewed on: 08 Dec 2017

Always a pleasure, helpful and efficient.

Another great trip!

By: Jill

Reviewed on: 16 Dec 2017

Gail is fantastic. She is a wonderful listener and is able to capture all your needs:)


By: Jim

Reviewed on: 29 Jan 2018

Every thing was smooth

Outstanding personal service

By: sgk

Reviewed on: 31 Jan 2018

Gail is a wonderfully informed and responsible travel agent. She tries to secure any information desired by her client and she works very hard to make travel plans respond to the wishes of her client. She is outstanding in her field.

Gail Rosenberg

By: Kay

Reviewed on: 05 Mar 2018

Gail is always a pleasure to work with, covering all bases for a great trip. I highly recommend her

Decatur trip

By: Susan

Reviewed on: 04 Mar 2018

Fantastic. She is a true prifessional

recent trip

By: art

Reviewed on: 21 Mar 2018

Everything done according to plan and promptly. When Gail was out, Largay office handled changed plans.

India # 2

By: India #2

Reviewed on: 26 Mar 2018

Wonderful! She listens to what we want and then goes about trying to put together a trip of our dreams with the perfect Tour Operator.


By: Kay

Reviewed on: 28 Jun 2018

Gail did a great job or planning everything from air to hotel and guides for the tours. The pace was great for kids and everything went smoothly. Gail has been our trusted travel professional for a few years and we are never disappointed.

Outstanding Service

By: StevenJ

Reviewed on: 05 Jul 2018

Working with Gail Rosenberg is always a pleasure. She goes out of her way to accommodate our needs every time we travel. She provides superior travel services and we wouldn't think of going anywhere without having Gail make the arrangements. She is an extraordinary person!!


By: Jim herscot

Reviewed on: 08 Jul 2018

did not have to worry about any thing.


By: Rocky

Reviewed on: 09 Jul 2018

Easy and professional.

Gail is the best

By: eliz

Reviewed on: 14 Jul 2018

Perfect - we have worked with Gail for over 10 years. She is responsive, intuitive, kind, and her sense of humor makes it fun to collaborate. She has years of "in the field" experience which is invaluable as she knows the various cities, countries along with the logistics involved and all the additional particulars .....she also knows in depth about the properties she suggests. She has great taste but is willing to help and work within her clients budgets without pushing one past their limits. One asset we love, is that she knows spectacular places to stay and visit that are off the beaten path, atypical and divine......charming and extremely memorable. She is the best guide and anyone working with her is fortunate!

No problems

By: Jim

Reviewed on: 06 Sep 2018

Excellent every thing was smooth


By: val

Reviewed on: 24 Sep 2018

I have been working with Gail for years - I have recommended her many times and she did a great job once again for us...Can't wait to plan our next trip!

europe trip

By: happy

Reviewed on: 30 Sep 2018

planned everything to perfection.

complex trip

By: Pedro

Reviewed on: 13 Oct 2018

Outstanding. Follows through!

great hotel

By: connie

Reviewed on: 14 Oct 2018

Working with Gail is wonderful. She is so creative and through. We have never been disappointed with her planning. In fact, every trip she has done for us has been amazing.


By: Kay

Reviewed on: 26 Oct 2018

I highly recommend Gail, she is always most responsive and has everything arranged as we want it. Her wealth of knowledge is so helpful.

Asia Trip

By: Anonymous

Reviewed on: 04 Dec 2018

Seamless . . . as always . . .


By: Jill

Reviewed on: 22 Dec 2018

Gail is detail orientated. She is extremely easy to work with and gets back to you right away! Working with Gail is a win! win! win!!!


By: DB

Reviewed on: 06 Jan 2019

Great as always

New Orleans Cruise

By: Gradycakes

Reviewed on: 23 Feb 2019

Gail is always amazing and on top of everything.

Grand Velas

By: Don

Reviewed on: 02 Mar 2019

Great I use her for all our trips

Travels with swt

By: swt

Reviewed on: 09 Mar 2019

Working with Gail is A Joy! Something I look forward to every year as we put together another destination to look into and learn about for our trip. I have been working with Gail for Many years to plan all kinds of trips around the world. Gail finds the Best local tour operators and then my ideas or questions get researched and put into an itinerary that is focused on what we personally want. This is always created and tweaked by me, ( my daughter ) Gail and the Local Tour Company. I have NEVER been disappointed by any trip that we have planned together - That is Amazing!

Gail is the best.

By: Andie

Reviewed on: 03 Apr 2019

Gail is always knowledgeable and thorough. Gail will look for airlines with good times, and she knows I like more legroom before I even ask. Her hotel suggestions are spot on.

Trip to London with our 11 year old Grandaughter

By: Betsy solomon

Reviewed on: 28 Mar 2019

Gail had great suggestions for our tours and the Hotel was spectacular. We got an upgrade to a Junior suite at the hotel which made the trip so pleasant for the three of us in one room. I would highly recommend Gail Rosenberg.

Gail is fabulous

By: Anonymous

Reviewed on: 29 Mar 2019

Amazing. She is so knowledgeable and so easy to work with and so accommodating and helpful.

Costa Rica & Panama

By: Blythe

Reviewed on: 19 Apr 2019

Excellent! Gail pulled a great trip together for us at the last minute.

Amazing trip to Mexico planned by Gail Rosenberg!

By: Mirage

Reviewed on: 01 May 2019

Gail is a pleasure to work with. She took care of everything and made our travel planning and vacation so incredible. She got us great deals and made sure that everything was just perfect to celebrate my birthday with my family!

Vacation review

By: Kate

Reviewed on: 25 Apr 2019

great. very professional, great suggestions and a she planned a trip that worked for our family

Cap cana

By: Jim

Reviewed on: 07 May 2019

Working with Gail is always so easy


By: Andrea

Reviewed on: 19 May 2019

Gail and her colleague Renee went WAY over and above for my daughter and I. Two days before we were supposed to leave, we had to re-book our entire vacation to a new destination due to a state of emergency in Jamaica. They knew exactly what to do, and didn't stop until we were on our way to Turks and Caicos. We are forever grateful. I couldn't say more about the 'high touch' service and genuine caring we received.

Working with Gail Rosenberg, you will have access to:

  • - Special perks and extra amenities
  • - An experienced travel guide whom you can rely on before, during, and after the trip
  • - Exclusive luxury resorts and properties
  • - Once in a lifetime experiences

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  • New Zealand
  • United Kingdom
  • Botswana
  • India
  • Italy
  • Kenya
  • Namibia
  • South Africa
  • Tanzania
  • Zambia