I’m Joey Boleslawski. I plan cruises from Port Canaveral, the Disney and Universal days that go with them, and the drive in between. I live here, I sail from here, and I’ve sailed more than 30 cruises.
Free to ask. You pay the same as booking direct — the cruise line pays my commission, not you.
You don’t have to live in Winter Garden to plan a trip with me. It just helps that I do.
Port Canaveral is my home port. Walt Disney World is down the road.
Most of the trips I plan cross the ground between them at least once — a few park days, a night somewhere, then the ship.
I’ve made that exact drive with my own family enough times to know where it goes sideways.
That’s where trips quietly go wrong. Not on the ship.
It’s in the hotel you picked for the wrong night, the transfer you didn’t book, the last park day that turned into a packing day. I’d rather sort that out with you now, not at the terminal.
Tell me who’s going and what matters.
I’ll come back with a few options that fit, priced in full, and a straight answer about which one I’d pick.
Four kinds of planning. Plenty of trips need all four at once.
Ship, sailing and cabin, compared on the full cost: fare, taxes and fees, gratuities, and the add-ons you’d actually use. Port Canaveral’s own site lists seven lines sailing from the port. I’ve sailed all seven.
Cabins close enough to matter, dining times that suit a toddler and a grandparent, and a ship that handles a big mixed group well. I travel as a family of seven, so I plan these the way I plan my own.
Which resort, which hotel, how many park days, and where they sit against the cruise. Both resorts have full guides on this site, and both are in my backyard.
Where to sleep, how to reach the port, whether to park, and when a one-way rental beats a shuttle. It’s the part most people plan last, and the part that goes wrong first.
Winter Garden sits on the west side of the Orlando area. Port Canaveral is on the coast, on the far side of it.
Here’s where knowing that ground changes the plan.
Disney Cruise Line puts the drive from Walt Disney World to the port at about an hour and a half. That number decides whether your last park day is a real park day. Orlando before or after a cruise.
Locals can drive and park at the port for $20 a day plus tax. Relatives landing at MCO, 42 to 46 miles away, need a ride of their own. One plan, two very different sail mornings. Rides from MCO.
Some families drive over on sail morning; others want the beach and a short hop to the terminal. It depends on your check-in time and your kids. Hotels ranked on getting you to the ship.
Two taps. You’ll get the part of the trip that usually needs the most thought, and where it’s covered on this site.
I’ve sailed more than 30 cruises, and most of what I know about them I learned with my own family on board — three generations, seven of us.
A cabin plan that looks fine for four gets tight fast at seven. A ship teenagers love can wear out a grandparent by day three.
I’ve paid for those lessons myself.
You don’t have to pay for them again.
Before Seabound Journeys, I spent more than 20 years in hospitality, including time with Disney and Hilton.
That work taught me how resorts and hotels run from the inside, and what guests actually remember once they get home.
Seabound Journeys is my own independent business. Neither company endorses it or is affiliated with it.
Walt Disney World and Universal Orlando are familiar ground. Port Canaveral is where I sail from, and I’ve sailed every line currently sailing from it:
Planning travel for a family member with Down syndrome shapes how I handle accessibility questions for clients. I ask specific questions early — about sleep, noise, food, walking distances, and what a hard day looks like — then put them to the cruise line or resort directly and get the details confirmed.
What I won’t do is promise that a ship, a room or an excursion will meet someone’s needs before those details are confirmed. Every traveler is different, and so is every sailing. What we’ve learned traveling with a child who has special needs.
Who’s going, when, what you’ve done before, and what would make the trip a disappointment. A real budget number helps more than a range, and no number is too small to say out loud.
I narrow it to a few ships, sailings or hotels that suit your group and price each one all in — the night before, parking or transfers, and the add-ons included. How I compare quotes.
Once you pick, I book it and work through what follows: cabin and dining requests, payment dates, documents, and the questions that come up before you sail. I stay on it after you book.
Something else on your mind? (407) 312-0306 or hello@seaboundjourneys.com.
No. I work with travelers anywhere in the U.S., mostly by phone and email. Living here mostly helps with Florida trips: cruises from Port Canaveral, Orlando stays, and the drive between the two.
Yes. I’ll help you decide the order, parks first or ship first, where to stay each night, and how to get from the parks to Port Canaveral. Disney Cruise Line puts the drive from Walt Disney World to the port at about an hour and a half, so the last park day needs planning around it. Universal Orlando works the same way.
You pay the same as booking direct; the cruise line or supplier pays my commission. If a complex custom trip ever needs a planning fee, I quote it upfront, before you commit to anything.
No, and I’d be wary of anyone who does. I’ll ask detailed questions about what your traveler needs, put those questions to the cruise line or resort, and get the specifics confirmed before you rely on them. The final word on any accessible room, service or excursion comes from the company that runs it.
Possibly. Depending on the cruise line, how and when the cruise was booked, and the line’s transfer rules, a reservation may be able to move to Seabound Journeys. It isn’t guaranteed. Start with the booking transfer form and I’ll check whether yours qualifies.
The quote form takes about two minutes and saves as you go. I’ll reply with a few options that fit your group, priced in full — not a brochure, and not a hard sell.
“Some journeys take you places. Others stay with you forever.”Journey further.
Seabound Journeys is an independent travel advisory. An Independent Affiliate of A.S.A.P. Cruises Inc., Fla. Seller of Travel Ref. No. ST15578. Disney, Universal, Hilton and cruise line names are trademarks of their owners; none of them endorses Seabound Journeys.
