Ocean Cruises
Caribbean, Alaska, Mexico and beyond — the right ship, the right cabin, and the right itinerary for how your family actually likes to travel.
Angela's specialty
Your next trip, planned by people who know your name.
We're Jason and Angela Watson of Which Way Travel — a hometown travel agency in Hanover, Indiana, in the heart of Southeastern Indiana. We plan ocean and river cruises, Alaska adventures, accessible vacations, group trips, and dive expeditions, and we look after our travelers before, during, and long after they come home.
Independent Agent of Cruises and Tours Unlimited
FL SOT - ST15578 | CA SOT - 2090937-50 | WA UBID - 603189022 | Iowa Registered Agency - 1202
Explore Which Way Travel
Start wherever your trip begins — browse what we plan best, see the hosted journeys forming for 2028, meet the two of us, or head straight to planning.
What We Do Best
Ocean and river cruises, Alaska, accessible travel, honeymoons, weekend getaways, and group travel of every kind.
See our specialties →2028 Group Trips
Two hosted journeys taking shape: a Caribbean dive escape in April and a Holy Land pilgrimage in the fall — each with its own VIP list.
See the 2028 trips →How It Works
From first hello to the support before you go — the five steps every Which Way Travel trip takes.
See how planning works →Meet Jason & Angela
The husband-and-wife team behind the agency, plus photos from our own travels in Alaska and Canada.
Meet us →Questions, Answered
What it costs to work with us, why book with an advisor, accessible travel, groups, and the 2028 trips.
Read the FAQ →Start Planning
Tell us the shape of your trip and we’ll take it from there — or call or text us at 812-599-9841.
Start planning →What We Do Best
Every trip starts with a conversation, not a checkout page. Between the two of us, these are the trips we know best — because they're the ones we plan, study, and travel ourselves.
River Cruises
Europe's great rivers and America's own waterways, one charming town at a time — unpack once and let the scenery come to you.
Angela's specialtyAlaska & Cruisetours
Glacier sailings, dome-car rail journeys, Denali and the lodges of the interior. We've ridden the Alaska Railroad ourselves — ask us anything.
Angela's specialtyAccessible Travel
Angela brings 30 years as a physical therapist to every itinerary — mobility, medical equipment, pacing, and ships and resorts that truly work for every traveler.
Angela's specialtyHoneymoons
The first trip of your marriage deserves more than a search engine. Romantic resorts, cruises, and once-in-a-lifetime touches, planned around the two of you.
Angela's specialtyWeekend Getaways
Short on days, long on memories — drivable escapes, quick cruises, and city weekends that fit real work schedules.
Angela's specialtyGroup Travel
Eight travelers or eighty — we coordinate the cabins, the payments, the deadlines, and the details, so the group leader gets to enjoy the trip too.
Jason's specialtyScuba & Snorkel Expeditions
Dive trips built by a certified PADI diver, with tracks for non-diving companions too — nobody spends the week watching the bubbles from shore unless they want to.
Jason's specialtyFaith-Based Groups
Church and ministry travel with a pastor host at the center — pilgrimages, mission-minded journeys, and retreats at sea or on land.
Jason's specialtyEducation Groups
School and alumni groups — Jason's career in education means student travel logistics and safety planning are second nature here.
Jason's specialtyIncentive Groups
Company reward trips that give top performers something worth earning — we handle the planning so your team can simply enjoy the recognition.
Jason's specialtyReunion Groups
Family reunions, class reunions, and friends-who-are-family: we can help you get everybody to the same ship, resort, or town — and keep the organizing off one person's shoulders.
Jason's specialtyThinking river cruise?
Unpack once and let the scenery come to you — floating past places like Budapest's Parliament on the Danube, coffee in hand, and waking up in a new town most mornings. Tell us the river you're thinking of, and we'll match you to the line and the sailing that fit.
Coming in 2028: travel with us
Two hosted group journeys are taking shape for 2028 — one under the water, one in the footsteps of the Gospels. Both are still being finalized with our travel partners, so full details and pricing aren't set yet. Each trip has its own VIP list — join the dive list or the pilgrimage list below, whichever you're interested in, and you'll be among the first to hear as everything is confirmed.
April 2028 · Now forming
Trade the Quarry for the Reef — Hosted Dive Escape
Seven nights in the Caribbean with Jason & Angela as your hosts, capped at just 8 couples. Mornings run on two tracks — divers head for the reef while companions enjoy the resort's luxury and wellness offerings — then everyone comes back together for shared afternoons and evenings.
- Built for diver + non-diver couples — each track is a trip in its own right
- Hosted in the water and on shore by Jason, a certified PADI diver
- Safety first: a full 24-hour surface interval always sits between our last dive and any flight home
- Join the Dive Escape VIP List for first word as details and pricing are confirmed — the group is capped at just 8 couples
Help choose the destination
Tap your favorite; it helps us decide where the 2028 escape lands
Fall 2028 · In formation
In the Footsteps of Jesus — A Holy Land Pilgrimage
A 10-day pilgrimage for a church congregation and its pastor host: four nights in Galilee at Tiberias, then four nights in Jerusalem, traveling with experienced Christian guides. Walk where the Gospels happened — Joppa, the Sea of Galilee, Nazareth, Bethlehem, the Mount of Olives, and the Old City of Jerusalem.
- Pastor-hosted, designed for a congregation or ministry group
- Christian guides with Sar-El Tours, our Jerusalem ground partner
- Still being finalized — join the Pilgrimage VIP List and you'll hear first as the itinerary and pricing are confirmed
- Churches and pastors: ask us about hosting a group of your own
How planning with us works
No call centers, no chatbots, no being a confirmation number. Here's the path every Which Way Travel trip takes.
1
Say hello
Reach out by phone, email, Facebook, or the Start planning form — whichever is easiest. Tell us the trip you're dreaming about, even if it's just a rough idea.
2
Talk it through
One of us — Angela or Jason — will call for a real conversation about dates, budget, who's going, and what a great trip looks like for you. Local? We happily meet at our home or a coffee shop in the community.
3
Paperwork, painlessly
We send our Travel Advisor Services Agreement and our Client Questionnaire. Your answers shape the itinerary — no guessing about what matters to you.
4
We plan, you approve
You get options with honest pros and cons, and we manage the deadlines and details from there. Every payment on your booking is made through a credit card authorization you sign, and the charge goes directly to the cruise line, resort, or tour company — never to us.
5
Before you go
This is where having an advisor earns its keep: passport and document checks, packing lists, excursion planning, and answers to the hundred little questions that come up before a trip. And if anything changes while you're away, you call a person who knows your trip — not a call center.
Meet Jason & Angela
Which Way Travel is a husband-and-wife agency, founded in April 2024 and run alongside our day jobs — Jason in education, Angela in health care. Travel isn't a side hustle to us; it's the family business we're building our future around.
Jason Watson
Owner - CTA - Group Travel Specialist
Jason runs agency operations, technology, design, and the books, and leads our group travel program. His Certified Travel Associate (CTA®) credential comes from The Travel Institute, and his years as an educator show up in how carefully our education and group trips are organized.
- Group travel: scuba & snorkel, faith-based, education, incentive, and reunion groups
- Certified PADI scuba diver (October 2026) — training toward hosting our 2028 dive escape
- FAA-licensed commercial drone pilot
- Closes every email the same way: "Travel boldly,"
Angela Watson
Owner - CTA - Accessibility Specialist
Angela is the voice you'll most likely hear first — she takes the discovery calls and shapes most itineraries. Thirty years as a physical therapist makes her our accessibility specialist in the truest sense: she knows bodies, mobility, and pacing the way other advisors know deck plans.
- Ocean and river cruises, accessible travel, Alaska, honeymoons, weekend getaways
- Accessibility planning informed by three decades in physical therapy
- Closes every email the same way: "Travel Beautifully,"
From our own travels
We don't just sell Alaska — we've ridden its rails, stood in front of Denali, and started the journey in Vancouver. A few frames from our Alaska and Canada trip.
Questions, answered
Our planning fees are separate from the cost of your trip and are spelled out up front in our Travel Advisor Services Agreement — no surprises, and they're due before planning begins. As an introductory offer, the first standard itinerary or cruise planning fee is waived entirely. When you book, you pay the cruise line, resort, or tour company directly by credit card; Which Way Travel never collects money for your travel itself.
You can — plenty of people do. Our clients prefer having a person: someone who knows which cabins sit under the noisy deck, watches the details and deadlines, and answers the phone while you're traveling. We also catch the things booking sites won't tell you, like a mandatory 24-hour surface interval between diving and flying.
Yes — it's one of our specialties. Angela's 30 years as a physical therapist go into every accessible itinerary: step-free routes, equipment rentals, cabin placement, pacing, and honest assessments of which ships, resorts, and excursions will genuinely work.
It depends on the trip — our 2028 dive escape is capped at just 8 couples, while a church pilgrimage travels by motorcoach. If you're gathering people — a reunion, a congregation, a team, a class — call us and we'll tell you honestly what your numbers can unlock.
By phone, by video, at our home in Hanover, or at a coffee shop here in Southeastern Indiana — whatever suits you. We're local, and we like it that way.
Both 2028 trips are still being finalized with our travel partners, so complete details and pricing aren't published yet. Each trip has its own list — it costs nothing to join either one. For the dive escape, join the 2028 Dive Escape VIP List; for the pilgrimage, join the 2028 Holy Land Pilgrimage VIP List. We'll share the full picture with each list as soon as it's confirmed, before that trip opens to general booking.
Start planning
Tell us the shape of the trip and we'll take it from there. Fill this in and we'll build you a ready-to-send summary — then call or text it to us, and we'll pick the conversation up from there.