Elaine Pepper 

Thornhill, ON Canada
Why work with an advisor? 
Travel Specialties
  • Family Travel
  • Honeymoons
  • Escorted Tours
  • Ocean Cruising
  • River Cruising

  • Bermuda
  • France
  • Italy
  • Jamaica
  • Spain
Selling Travel Since
  • English

My Background

I've been booking travel for 42 years. I'm a Master Cruise Consultant with CLIA, and have been on over 70 cruises myself. Primarily I work with cruisers to the Caribbean, Alaska, and Europe – although I can coordinate itineraries anywhere. 

What I want to achieve for travelers is pretty simple: I hope to deliver dreams, help clients cross items off their proverbial bucket list, and at core, I want you to come back happy. 

If you'd be interested in working together, definitely reach out. I love customizing your history and travel preferences into the perfect experience for your family. 

Places I Have Traveled

Reviews and Recommendations for Elaine Pepper


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Great Job as Always

By: M&M

Reviewed on: 17 Dec 2015

As always Elaine did a great job. She is very efficient and helpful. We only use her now to book our vacations.
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Celebrity Cruise

By: Amos Tin

Reviewed on: 30 Dec 2015

Elaine not only recommended one of the best cruises for us, my wife and I, but she also helped us prepare for the trip and provided us numerous recommendations on both things to do and suggested actives during the trip. She understands well our expectation and what we want from our vacation. Her excellent follow-up and guidance made our cruise very easy and enjoyable. She is probably the best agent that I worked with in cruise and other overseas travel planning. I would certainly recommend Elaine to all my friends help them to plan their vacations and cruises.
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Amazing trip!

By: Becca

Reviewed on: 30 Dec 2015

Loved half moon! What a beautiful resort. Elaine planned the most amazing trip for us. Thank you so much!
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Superior experience!

By: 2 Ants in Woodland Hills

Reviewed on: 01 Jan 2016

Elaine Pepper took personal interest, and really understood our requirements, Got us a great price, and made the whole process super easy, Just referred Elaine to my sister in law, and you guessed it, another satisfied customer. Thanks Elaine!
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Very well knowledgeable and prompt response

By: rtameer

Reviewed on: 06 Jan 2016

We had a great holiday, Elaine helped us to put two families package together, she made it easy for us. We gave her our budget and she was able to recommend few places, We will use her again Thanks Elaine

Prompt and Professional

By: phillychick

Reviewed on: 10 Feb 2016

Elaine provided prompt and professional service. She answered all of our questions and sought out any information she did not have immediately at hand. Elaine was very responsive to our requests and understood what we wanted from our vacation. She also followed up with us to welcome us home.

Excellent travel prof

By: Cab

Reviewed on: 04 Mar 2016

Elaine is wonderful, works to assist you with the best upgrades. She is wonderful!

Very friendly staff

By: Anne

Reviewed on: 12 Mar 2016

We both enjoyed our ports of call, but there were somethings we we disappointed in such as the food in the main dining room. A lot of the meats were dry and some were quite tough. We were expecting more food to be from the area we were travelling in, but it wasn't anything different than what we would get in the Caribbean. The orchestra for the performances were so loud, you couldn't really hear the performers, so after one musical, we didn't go back if it was a musical production. The staff was very friendly and our cabin steward and assistant were amazing. The food in the specialty restaurants was incredible. And the staff there exceptional as well.

Great Trip to Ixtapa

By: Marjorie

Reviewed on: 12 Mar 2016

As always Elaine answered all our questions about the trip VERY quickly. We had a wonderful vacation.
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Excellent Service

By: sammie

Reviewed on: 05 May 2016

We have booked several cruises with Elaine. She is on top of everything and keeps us totally up to date. She responds to any questions or concerns very quickly. Other TA's we have used in the past we have some times had to wait days before they answered us which, in my opinion, makes me feel we are not a valued client. With Elaine we feel valued and is one of the many reasons we continue booking with her. I would highly recommend Elaine. Wish we had found her earlier!

Extremely professional!

By: 2 Ant in Woodland Hills

Reviewed on: 18 May 2016

My wife and I have booked several trips with Elaine Pepper, and she never lets us down, She is our #1 travel expert!

Simply a pleasure to work with!

By: Eliza16

Reviewed on: 19 May 2016

Several years ago, I had a bad experience with travel agent. So, for a long time, I handled everything myself. What a pain it is to look up hotels and flights trying to find the best deals only to lose it because you did not book fast enough. A friend referred me to Elaine Pepper and I’m so happy I found her. What a pleasure to have someone take care of the details for you. I did not have to think about my trip at all and everything went smoothly. She is experienced and well-traveled so she has probably been where you want to go. I trust her suggestions and advice. She is a "highly recommend!"
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Organized, reliable friendly service

By: MD123

Reviewed on: 26 May 2016

We had a wonderful trip-no glitches. Elaine provided flawless arrangements so at everything went smoothly. She reminded us our visas need time to complete and she was so so right
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Great professional service

By: Mare

Reviewed on: 23 Sep 2016

We loved the property, food, service & people of Punta Cans. Especially clean, well taken care of property
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Always a pleasure!

By: Sammie

Reviewed on: 03 Nov 2016

We have booked with Elaine several times now. She is "on the ball" and on top of things. We appreciate how she is available anytime we email or phone her. Having a travel agent that works 7 days a week is unusual and very much appreciated. Makes us feel very special.
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Perfect Service!

By: G B

Reviewed on: 13 Dec 2016

Elaine went over and above with little time to do so. Helpful, professional and was able to provide everything we requested. My go to for the next vacation :)

Wonderful vacation for R & R

By: SheJoe

Reviewed on: 18 Dec 2016

The hotel was beautiful with warm weather and sun for most of the vacation. The only problems were with construction of new rooms going up and the maids not cleaning the room before 2 every day even when reception is advised that the customer wants the room cleaned before noon. The staff was friendly but the cleaning staff spoke no English and as we were told we should learn Spanish. The grounds were nicely kept and during our stay they put up the Christmas decorations giving it a more festive feel. The room was comfortable with a queen size bed and a large shower stall. The food was varied and one day they had Peking Duck and the next day lobster. We always ate at the buffet so we got to pick a large variety of food. They always had something Caribbean on the buffet for the more adventurous types. We never went hungry. There was also a small snack bar opened for most of the day for sandwiches, desserts or snacks. All in all it was a great vacation

Expert Friendly Service

By: Suzzie

Reviewed on: 28 Dec 2016

Elaine was most helpful as we were a party of 8, with 4 children. She did a wonderful job sitting us all together and answering any questions we had. I had a few questions for her before we left and within an hour or so she had given me the answers. I would totally recommend Elaine's services to all people I know.

An Agent that goes far and beyond

By: Clint

Reviewed on: 28 Dec 2016

Elaine made miracles happen! My family of 8 booked a couple months ahead and I wasn't sure I could get the time off from work. End result was I was approved for time off and booked 5 days before leaving. The flight was full and never being on a flight before I really wanted to be with my family. Elaine made this happen and it turned out to be the most fantastic vacation for all of us. To be together on the plane and close rooms on the resort. She is such an professional while dealing with her and I will certainly use her services again. Thank You Elaine for arranging the most wonderful family trip and we will all have so many memories from it.


By: Deejane

Reviewed on: 24 Feb 2017

Elaine is an absolute pleasure to work with. She responds to questions and concerns pronto. Elaine is always there when you need her!! I will use Elaine whenever we plan future trips :)


By: Marjorie

Reviewed on: 12 Mar 2017

As always Elaine did a great job and consequently our vacation was wonderful!!


By: M & M

Reviewed on: 13 Mar 2017

As always, perfect

Cruise Planning

By: Amos

Reviewed on: 01 Apr 2017

It is an excellent experience to work with Elaine. Her tremendous knowledge, thoughtful recommendation, kind understanding of our needs are important to provide us the best options.

Kona + Alaska = Iceland

By: 2 Ants In Woodland Hills

Reviewed on: 15 May 2017

Elaine found us the vacation we wanted, at the price we could afford, Elaine put together a great package for us , she was extremely knowledgeable, and really understood our needs, and wants, thank you Elaine Pepper for all that you do, and making our vacation Truly rememberable.

Cruising the Right Way


Reviewed on: 22 Oct 2017

Elaine was knowledgeable about the cruise line the ports we would visits and she provided many helpful tips. She was always available to answer questions and at appropriate times, reached out to ensure we had completed required tasks and to see if we needed any support. We will definitely call Elaine when we plan our next vacation.

Great travel agent

By: Chris

Reviewed on: 23 Nov 2017

I booked with Elaine for the first time a couple of months ago and could not be more pleased with how helpful and professional she was. She booked a cruise, flights and hotel rooms very quickly and saved me money by finding such good deals.


By: Walksalot

Reviewed on: 24 Nov 2017

Elaine was easy to talk to and she was very helpful in making all our arrangements pre and post cruise. She worked hard as there were three of us traveling, each from a different city and one from a different province. She was able to answer our many questions.

The best advisor

By: Amos

Reviewed on: 26 Nov 2017

A present experience

Excellent experience!

By: Bebbie

Reviewed on: 25 Nov 2017

Elaine handled every aspect of our trip like the professional she is. With her wealth of knowledge she provided us with very good advice since we’ve had no recent cruising experience. It’s very important to us that our travel advisor respond to our questions in a timely manner. Elaine exceeded our expectations in that regard, and was unfailingly pleasant and cheerful. She’s a joy to work with and we recommend her highly.

Great cruise great price

By: Elaine

Reviewed on: 03 Dec 2017

Elaine was great to work with and made sure that every detail was dealt with properly.

Iberostar Rose Hall Suites

By: Suz

Reviewed on: 15 Dec 2017

She's wonderful. Very good at getting what we want for when we want it. Resorts have always been a great deal of fun. Elaine is always there if you have any questions or concerns and replies promptly. Lovely person to work with. I would recommend her to my friends and family!

She is amazing!

By: Dee

Reviewed on: 14 Dec 2017

Elaine is a fantastic travel advisor. She is knowledgeable, practical, and helped us think through some of the details that we hadn't considered. Our trip was flawless end to end including additional insurance we needed. I highly recommend working with Elaine!


By: Sammie

Reviewed on: 28 Dec 2017

She is the best travel agent we have ever had. Is always on top of things and returns calls immediately. A pleasure to deal with.

Great Trip

By: Double B

Reviewed on: 08 Jan 2018

Great, Very well organized. Good follow up. No disappointments !


By: Traveller

Reviewed on: 23 Jan 2018

Elaine was amazing to work with . She was very customer focused. I would not hesitate to recommend her. She always tried to go above and beyond what was expected

Excellent Cruise Consultant

By: Amos Tin

Reviewed on: 31 Jan 2018

Elaine has been very knowledgeable and helpful in organizing the last trip for me and my wife. Her advice were useful and important to us to decide on these two fun and enjoyable trips.

My cruise

By: Vicwolf

Reviewed on: 24 Feb 2018

Elaine was great getting all the info on our cruise, and booking everything would recommend her to everyone

Effortless Travel Arranging


Reviewed on: 14 Mar 2018

Have worked with Elaine several times over the last 5 years or so. She is always immensely helpful, fast, friendly, easy to deal with, and precise!

Cruise on Royal Caribbean

By: Dee

Reviewed on: 12 Mar 2018

Great! She gets back to you right away and updates your information regularly.

Great Job as Always

By: Marjorie Smith

Reviewed on: 16 Mar 2018

Elaine is very reactive, she gets info to us as soon as we request it and/or as soon as she receives it. It's always a pleasure to have Elaine book our vacations!


By: Chelsea

Reviewed on: 18 Mar 2018

Elaine is amazing to work with. She’s easy to talk to and very knowledgeable. She’s easy to get a hold of or very quick to get back to you. You can feel quite confident she’s looking after your best interests.

Working with Elaine Pepper, 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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  • Bermuda
  • France
  • Italy
  • Jamaica
  • Spain