About Cruise Holidays of Oakville

We opened our doors in downtown Oakville as Cruise Holidays Oakville in September of 1997 and in and as our name suggests we have always been “Hooked on Cruising”. We have been successfully helping our clients plan memorable cruise and land vacations for 24 plus years. In addition to Ontario we have outside travel consultants meeting the needs of our clients in Halifax, Nova Scotia and Winnipeg, Manitoba.

As our names suggests, we specialize in cruise travel, providing unparalleled expertise in matching clients with cruise ships and destinations that best meet their needs.

Although we focus specifically on cruise travel, our service doesn’t stop there. We also provide travelers with pre- and post-cruise travel arrangements including hotel packages, shore excursions and tours all at competitive prices. As well as different or exotic land vacations that are customized to you.

We are members of  TICO (The Travel Industry Council of Ontario) and all our travel consultants are TICO Certified as well as ACTA (Association of Canadian Travel Agents)

Awards & Accolades

President’s Circle 2010, 2011, 2013, 2014, 2015, 2016, 2017, 2018, 2019
Certified Luxury Cruise Specialists
Top Producer, Cruise Holidays Canada – Oceania Cruises
Top Producer, Avalon Waterways

Meet Our Cruise Specialists

Office Hours
Hours – Mon., Tues., Wed., Thurs., & Sat. 10:00AM to 3:00PM

For your convenience and peace of mind, our travel professionals are always available for appointments outside of office hours via Email, Phone (888-444-2228), and via Zoom or Skype.

Book Appointment
Lola Vassilliadis MCC

Lola Vassiliadis, MCC
Owner/Manager

Aside from being a mother and grandmother to three I have been blessed with a career that has afforded me hours of joy and wonderful memories.

I entered the world of cruise travel in December of 1992 after graduating with honours from the Mississauga School of Travel and Tourism. For the next five years I was with The Cruise Professionals. After leaving The Cruise Professionals an opportunity presented itself that turned out to be one of the best decisions I have made during my working career. And that was to join the Cruise Holidays family.

We opened our doors in downtown Oakville in September of 1996 and proudly hung our Cruise Holidays sign. I started with myself and one employee and we have steadily grown over the years to a team of seventeen.

Contact Lola
905-337-2228
MY REVIEWS

Travel Specialties:

  • Cruises
  • River Cruises
  • Luxury Cruises
  • World Cruises
  • Small Ship Cruising
  • Long Voyages
  • All Inclusive Resorts
  • Disney Vacations
  • Luxury Travel

Destination | Supplier Expertise:

  • Australia / New Zealand
  • Middle East
  • Caribbean
  • Alaska
  • Iceland
  • Celebrity Cruises
  • Royal Caribbean International
  • Regent Seven Seas
  • Seabourn
  • AmaWaterways
  • Viking Cruises
Contact Susanne
905-466-1175
MY REVIEWS
Rosemary Bartello

Rosemary Bartello
Cruise Specialist

Travel has always been a love of mine. From the time I graduated from university and spent six weeks in Europe I knew that I wanted to be a travel agent or a flight attendant. However I took a detour for a number of years and worked in our family business before starting on my “travel” career in 1997.

I’ve been told that I’m a natural at helping my clients plan their cruise and land vacations. My excitement coupled with extensive knowledge of various cruise lines and ships, as well as a multitude of worldwide destinations keep my clients coming back time and again. I am privileged to say that I have been helping many of my clients for more than twenty years.

Contact Rosemary
905-337-1540
MY REVIEWS

Travel Specialties:

  • Women’s Travel
  • Golf
  • Cruises
  • River cruises
  • Luxury Cruises
  • World Cruises
  • Italy
  • Alaska
  • Caribbean
  • Mediterranean
  • Europe
  • Canada

Destination | Supplier Expertise:

  • Oceania
  • Regent Seven Seas
  • Uniworld
  • Avalon Waterways
  • Royal Caribbean
  • Paul Gauguin
  • Crystal Cruises
  • Seabourn
  • Princess
  • Celebrity
  • Holland America
Contact Rosemary
905-337-1540
MY REVIEWS
Anne Marie Hanlon

Anne Marie Hanlon
Cruise Specialist

You can’t be everything to everyone! But you can be the best at what you do! These are statements I take to heart and do my best to live up to. That is why I chose to specialize in cruise vacations. Being able to focus on cruising allows me to give my clients superior service with years of knowledge on all things cruising – both ocean and river cruising.

Needless to say I love travelling and cruising in particular. And I enjoy being able to create the type of memorable experiences that I have had, for my clients. No request is too large or detail too small. Whether you need help in booking just a cruise or a cruise and customized land/air arrangements – I’m your girl.

I have seven years of experience helping clients with their cruise vacations – family cruises, honeymoon cruises, winter getaways and cruises to new and exciting destinations on your bucket list. Let’s talk and plan the perfect cruise for your next vacation.

Contact Anne Marie
905-337-2228
MY REVIEWS

Travel Specialties:

  • Long Voyages
  • World Cruises
  • Luxury Cruises
  • Small Ship Cruising
  • Cruises
  • River Cruises

Destination | Supplier Expertise:

  • Alaska
  • Bermuda
  • Caribbean
  • Europe
  • Scandinavia
  • USA
  • Oceania
  • Regent Seven Seas
  • Avalon Waterways
  • Azamara Club Cruises
  • Celebrity Cruise Lines
  • Riviera Maya/ Cancun Travel Specialist
  • Viking River Cruises
Contact Anne Marie
905-337-2228
MY REVIEWS
Karen Plante

Karen Plante
Cruise Specialist

My cruise travels and tours have taken me to many places near and far giving me fresh insights in to destinations for your vacation. From being transported back to medieval times in the south of France, to savoring the views from the top of Gibraltar or wandered past castles along the beautiful rivers of the Rhine Valley, I can help create your dream vacation.

In my younger years, I loved doing everything on my own, taking self-guided tours and discovering local restaurants without a guide. Now I’ve come to realize there is also great peace of mind to be found in planning ahead and having someone ready to transfer me from place to place, a highly recommended tour or guide to show me around and then a waiting comfy bed on the ship to return to each night.

Having experienced both sides of travel, I am able to help create a trip that suits your personality. No matter which cruise line you’re considering I have probably traveled on it and received additional certifications to know exactly which one will have the port calls, dining, atmosphere and entertainment that best suit you.

Contact Karen
905-734-8521
MY REVIEWS

Travel Specialties:

  • Family Vacations
  • Groups
  • Cruises
  • River cruises
  • Luxury Cruises
  • World Cruises

Destination | Supplier Expertise:

  • Caribbean
  • Mexico
  • Europe
  • Mediterranean
  • British isles
  • Costa Rica
  • Uniworld
  • Amawaterways
  • Princess Cruises
  • Paul Gauguin Cruises
  • Celebrity Cruises
  • Norwegian Cruises
  • Fairmont Hotels
  • Starwood Hotels & Resorts;
  • Sandals
  • Club Med
  • Bermuda Specialist
Contact Karen
905-734-8521
MY REVIEWS
Susanne Rose

Susanne Rose
Cruise Specialist

Being fortunate enough to have lived in Europe for 15 years I had many opportunities to travel extensively throughout the region gaining first-hand knowledge of Europe’s beautiful landscapes, it’s history, great architecture and wonderful culture. This puts me in a unique position to really help my clients plan their European vacations.

A particular passion of mine is cruising. I was hooked after my first cruise and have now spent more than 150 nights on board various cruise ships to these destinations:

Contact Susanne
905-466-1175
MY REVIEWS

Travel Specialties:

  • Luxury Travel
  • Destination Weddings
  • Cruises
  • Small Ship Cruises
  • Luxury Cruises

Destination | Supplier Expertise:

  • Germany
  • Switzerland
  • Italy
  • Iceland
  • Spain
  • Seabourn Cruises
  • AmaWaterways
  • Paul Gauguin
  • Celebrity  Cruises
  • Windstar Cruises
Contact Susanne
905-466-1175
MY REVIEWS
Nadia Svoboda

Nadia Svoboda
Cruise Specialist

Hello I’m Nadia, an Active & Adventure Travel Specialist.

I believe in practicing what I preach and my favourite adventure activities (so far!) include surfing in Maui, bungy jumping in Cairns, and swimming in Cenotes in Playa del Carmen

My personal travelling includes:

  • Camping road trips across Canada and the USA
  • Cruises in the Caribbean and Mediterranean
  • G Adventures land tour through Central America
  • Almost a month with family in Australia

On the business side of things, I am detail oriented, always excited to learn, and committed to helping my clients explore our beautiful world. I am passionate about sustainable and ethical tourism that respects the people, environment, and animals in the places you visit.

When you’re thinking of your next adventure give me a call and we’ll plan the most memorable, exciting trip together.

Contact Nadia
905-337-2228
MY REVIEWS

Travel Specialties:

  • Adventure Travel
  • Historical Sites
  • Nature
  • National Parks
  • Animals & Wildlife

Destination | Supplier Expertise:

  • Belize
  • Hawaii
  • Australia
  • Mexico
  • UnCruise Adventure
  • G Adventures
  • AmaWaterways
  • Oceania Cruise
  • Celebrity  Cruises
Contact Nadia
905-337-2228
MY REVIEWS