Your families already travel together. Put them on the same ship.
We plan group cruises for churches, youth sports leagues, dance studios and scout troops — on dates that work around the school calendar, sailing from ports you can drive to.
Three ways to sail with us
Bring your group
You invite the people. We handle the cruise line, the cabins and the money -- none of which ever touches your hands.
See if your group is a fit →Join a group
Take the easy seat: a group someone else is organizing, with the group rate and none of the organizing.
See open groups →Plan your own trip
No group -- a cruise planned around your family, with one person who answers the phone when it matters.
Book 15 minutes with Stephen →Booking Royal Caribbean · Disney · MSC · Norwegian · Princess· and every major cruise line
Built for people who already organize things
If you run trips for your group, you know the hard part isn’t picking a destination. It’s the forty separate conversations, the payment chasing and the rooming list at midnight.
Churches
Youth groups, mission teams, family ministries
Youth sports
Leagues, travel teams, club programs
Dance & gymnastics
Studios, competition teams, booster clubs
Scouts
Troops, packs, councils and their families
How it works
Five steps, and only one of them is yours.
A 15-minute call
You tell us about your group. We tell you honestly whether a group sailing is a fit — including if it isn’t.
We find the sailing
Drive-to ports, school-holiday dates, group rates. We bring you two or three options that fit your calendar.
You tell your people
An announcement, a reminder, and an info night. That’s your part, and it’s the part only you can do.
Everyone books directly
Each family books and pays the cruise line with their own card. Nothing routes through you or your organization.
We handle the rest
Payment reminders, rooming lists, travel documents, and the hundred questions families ask before a trip.
You sail
Your group travels together, and you get to actually enjoy it instead of running it.
You never touch anyone’s money
This is the part most group organizers are relieved to hear. Every family books directly with the cruise line and pays with their own card. No collection envelope, no spreadsheet of who still owes what, no money moving through your organization’s account.
It means you are never responsible for someone else’s payment, and your organization is never holding funds for a trip. We chase the deadlines so you don’t have to chase your own people.
What organizing a group earns you
Cruise lines reward groups that reach certain sizes. Those credits can go toward the organizer’s own cabin fare, or be shared across the group to bring everyone’s cost down. Which makes sense depends on your group, and we’ll walk through both.
- Group rates below what the same cabin sells for publicly
- Credits that grow as more families join
- Onboard perks for the group, arranged in advance
- A single point of contact for every family’s questions
We’ll give you real figures for your group size on the call, rather than numbers on a page that turn out not to apply to your sailing.
Fifteen minutes, and a straight answer
Tell us about your group and we’ll tell you whether this works. If it doesn’t, we’ll say so on the call.
Book a time with StephenPrefer email? stephen@bestlifedestinations.com · See sailings with group space
About
Best Life Destinations is run by Stephen OLeary. After twenty years building software, he now spends his time getting families onto ships together — which involves considerably fewer screens.
SMS messaging operated by Trijazel, LLC. Best Life Destinations LLC is an Independent Agent of FST No. ST15578 and CST No. 2090937-50. An Independent Affiliate of A. S. A. P. Cruises Inc., Florida Seller of Travel No. FST ST15578 – California Seller of Travel No. 2090937-50 – Washington UBID No 603189022.