Sail with Like-Minded Women

Curated group voyages for connection and unforgettable experiences.

Women on a group cruise voyage with Roam with Rosen

6 curated voyages on the calendar

80+ sailings hosted personally

5 years running Sailing Sisters

Group voyages, planned the way we'd plan our own trip

We host small group voyages for women who want more than a vacation. Each sailing is planned around connection: shared excursions, group dinners, and time built in for real conversation, on a ship most of the group has never sailed together before.

Every voyage is capped, curated, and run by someone who has actually done the trip. We've personally sailed every route we host.

Why sail with a group

Built-in community

Show up solo if you want. You won't stay that way for long. Every group sailing has dinners, excursions, and downtime built around getting to know the other women on board.

Shared experiences

Watching the same sunset, doing the same shore excursion, laughing about the same chaos at dinner. Group trips give you stories you can't get sailing alone.

Special perks

Group bookings come with onboard credit, group dinners, and sometimes private excursions we've negotiated directly with the line.

Expertly curated

We've sailed every one of these routes ourselves, so we know which cabins to avoid and which excursions are worth it.

How it works

Pick a voyage

Browse our current lineup of curated sailings and find the one that fits your dates and budget.

Reserve your cabin

We handle the booking and answer every question along the way, from cabin category to deposit.

Show up and sail

Group dinners, excursions, and a community of women who get it, waiting when you board.

Featured: Sailing Sisters

Sailing Sisters is our flagship group community, now in its 5th year. See the full lineup of upcoming Sailing Sisters and group voyages, dates, ships, and pricing, on our Curated Voyages page.

See All Curated Voyages

Past voyages

View Upcoming Voyages

Questions about group voyages

Do I have to know someone to join? +

No. Most of our group sailings have a mix of returning guests and people sailing with us for the first time. Solo travelers are welcome on every voyage.

How many cabins are on each voyage? +

Group size varies by voyage. We cap every sailing so it stays personal, not so large that you never get to know the other women on board.

Where can I see dates, ships, and pricing? +

All of that lives on our Curated Voyages page, updated as new sailings get added. Prices listed there are per sailor, based on double occupancy, and include taxes and fees.

Can I book just my own cabin without joining group activities? +

Yes. Group activities are there if you want them, never required. Plenty of guests join some events and skip others.

How far in advance should I book? +

As early as possible. Cabin categories sell out, and pricing tends to increase the closer you get to the sail date.

Ready to sail with women who get it?

Browse upcoming voyages and find the one that's right for you.

View Upcoming Voyages