Meet Jennifer
Jennifer was a traveler before she ever planned trips for anyone else.
What began as something she loved became something friends and families kept asking her to do. One trip became another, word spread, and Travel with Jennifer grew from the same thing that still drives it today: paying attention to the trip someone actually wants.
A booking engine can reserve a trip. Jennifer stays connected to the people taking it — and charges no planning or consultation fees, so her attention costs you nothing.
Est. March 2019 · Tropical weather. Always.
Seat 1A, window, always
Always somewhere next
Travel was already her life. It simply became her work.
Window seat, notes on the tray table, and a list of details worth remembering for whoever asks her next.
01 — Where it started
It began as something she loved.
Long before Travel with Jennifer existed, Jennifer was simply the person who went places — islands, oceans, cruises, warm weather and somewhere new whenever she could.
The more she traveled, the clearer it became that the small decisions — the room, the deck, the timing, the pace — are the ones people don't yet know to ask about.
Years of sailing, and a working knowledge of the ships most people only see in a brochure.
02 — Then the group got bigger
She could either say “that's a lot” or figure it out.
Friends and families kept asking her to plan their trips. Word spread while she was still teaching part-time, and one trip quietly became another.
Then came a request to coordinate an Alaska trip for more than 100 travelers. She figured it out — and group travel has been a serious part of the work ever since.
100+ travelers. One group. Alaska.
03 — How she plans
That detail-oriented side never really turns off.
Jennifer asks about the food, the kids, the budget, the shows, the pace, the room, the celebration and everything else people often realize matters after they've already booked.
Then the ship, the resort and the itinerary are chosen around the answers — not the other way around.
Honest numbers first.
04 — Preparation
Experience changes the questions you know to ask.
Cruise education, supplier training and years of planning — the kind of knowledge that notices details travelers don't know to look for.
Group rates, onboard credit, amenities and added benefits depend on availability, sailing, resort, date and supplier, and apply on eligible trips when available. Nothing is promised until it's confirmed in writing.
- 01MCCMaster Cruise Counsellor
- 02CLIACruise Lines International Association
- 03ASTAAmerican Society of Travel Advisors
- 04IATANIATAN accredited
- 05S&BSandals & Beaches Certified Specialist
You don't have to figure this out alone.
Tell Jennifer roughly what you're imagining. The details start making sense from there.