curated trip planning. Founded over 40 years ago as a family business, we have grown into a community of like-minded travelers who believe the best journeys are shared. Our name reflects our mantra — BOB stands for "Bring Our Best" — to every client, every trip, and every partner around the world. We hold active travel agency registrations in Ontario (TICO #4316071), Quebec (OPC #702679), and British Columbia (BPCA #29791).
A travel advisor does more than book a trip — they prevent costly mistakes and save you time. Our advisors know which cruise lines offer the best value for specific itineraries, which cabin categories are worth upgrading, and which shore excursions live up to the brochure. When something goes wrong — a cancelled port, a missed connection, a room that isn't ready — your advisor works it out behind the scenes while you keep enjoying your vacation. Online booking tools can't do that.
Our process has five steps. First, we learn about you — your travel style, interests, and must-haves. Next, we collaborate with our industry connections to build options that match your vision. Once you're booked, we send insider tips to build excitement. During your trip, your advisor monitors everything in the background. After you return, we debrief to make the next trip even better. The whole process is designed around one goal: creating memories that last a lifetime.
Mediterranean port-hopping), river cruises (Europe's Danube and Rhine, Asia's Mekong, and more), expedition cruises (remote destinations like Alaska, Antarctica, and the Galápagos), and luxury cruises (small-ship, all-inclusive experiences with elevated dining and personalized service). We also organize Bob Group trips — curated group departures on land and sea that you can join as a solo traveler or with family and friends.
Yes. Bob Family Travel holds active travel agency registrations in three Canadian provinces: TICO #4316071 in Ontario, OPC #702679 in Quebec, and BPCA #29791 in British Columbia. We are also a proud member of TravelOnly, one of Canada's leading host travel agencies. These registrations mean your travel deposits are protected under provincial consumer protection legislation.
Bob Groups are curated group departures — cruise and land vacations — organized by Bob Family Travel that anyone can join. Rather than travelling with strangers, you travel with a vetted community of like-minded people, led by an experienced Bob Family Travel advisor. Current group trips range from Alaska cruises aboard Celebrity Edge, to Caribbean sailings with Virgin Voyages, to an Africa safari, a Japan cultural tour, and active adventures in Croatia and Newfoundland. Most trips are priced per cabin, so you can join as a couple, solo, or with friends.
Yes. Solo travelers are welcome on Bob Group trips. Some trips offer single-supplement options or single cabins specifically for solo travelers. Traveling in a group is one of the best ways to travel solo — you have the independence to do your own thing at port, but a built-in community for dinners, excursions, and shared moments onboard. Many of our most loyal solo travelers have met lifelong friends on Bob Group departures. Contact us to ask about single cabin availability on any specific trip.
Group cruise bookings unlock several benefits that independent bookings can't access: group cabin rate discounts negotiated with the cruise line, dedicated group dining times so your group eats together, onboard group amenities (welcome cocktail parties, onboard credit, and sometimes complimentary cabins for trip leaders), a dedicated advisor managing all logistics, and the social experience of travelling with people who share your interests. Bob Groups also include exclusive pre-trip briefings and insider access that solo bookings don't receive.
Browse the current Bob Group departures on this page. Each listing shows the destination, ship, dates, starting price, and availability status. Click "Join This Group" on the trip you're interested in to start the enquiry, or visit our Join The Family page to register as part of the broader Bob Family Travel community. Our advisors will follow up to walk you through cabin options, pricing, deposit requirements, and what's included in your specific group departure.
Our current and upcoming Bob Group trips cover a wide range: Alaska (Celebrity Edge June 2027 and Celebrity Solstice July 2027), the Caribbean (Virgin Voyages Southern Caribbean January 2027 and Celebrity Apex November 2027), the British Isles (Celebrity Eclipse August 2027), the Canary Islands and Portugal (Celebrity Apex September 2027), Newfoundland (June 2027), Croatia (sailing and cycling, October 2027), Africa Safari (spring 2027), and Japan (March 2028). New trips are added regularly — join the community to be notified first.