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Sail with us
Join The Cruise Boys® on a sailing — the fun of traveling with people who get it, often with exclusive group perks and the two of us on board to make it seamless. Here’s where we’re headed next.
WHY SAIL TOGETHER
More than a cruise — a get-together at sea
Our sailings bring together a friendly community of travelers for shared experiences, special gatherings, often with perks you won't find booking on your own.
✦ Group perks & savings
Exclusive group amenities and our lowest available pricing, with no booking fees.
✦ Ocean & river
From Virgin Voyages sailings to intimate full-ship river charters with KVI Travel.
✦ Hosts on board
Meet fellow travelers before you sail, then make memories together on board.
✦ Everything handled
Cabins, dining, excursions, and celebrations — arranged so you can simply show up and enjoy.
ON THE HORIZON
Upcoming group sailings
Book your favorite below, or reach out and we’ll help you choose the right one and lock in your cabin.
Legend of the Seas Sneak Peak #1
Be part of cruise history! Join us November 8-11, 2026 for the highly anticipated U.S. debut of Royal Caribbean’s brand-new Icon-Class marvel, Legend of the Seas. This 3-night getaway from Fort Lauderdale is the ultimate sneak peek before her regular week-long sailings begin. We’ll spend a day at Perfect Day at CocoCay, then an epic sea day to explore all the jaw-dropping neighborhoods of this revolutionary ship. Grab your chosen family and be among the very first to sail a Legend!
Be one of the first to sail a Legend.
Legend of the Seas Sneak Peak #2
Be one of the first to sail a Legend.
Be part of cruise history! Join us November 11–14, 2026 for the highly anticipated U.S. debut of Royal Caribbean’s brand-new Icon-Class marvel, Legend of the Seas. This 3-night getaway from Fort Lauderdale is the ultimate sneak peek before her regular week-long sailings begin. We’ll spend a day at Perfect Day at CocoCay, then an epic sea day to explore all the jaw-dropping neighborhoods of this revolutionary ship. Grab your chosen family and be among the very first to sail a Legend!
Sisters at Sea
4 ships. 1 epic celebration
Get ready for a once-in-a-lifetime party at sea! Join us February 14–21, 2027 for a spectacular 7-night Caribbean adventure aboard Virgin Voyages’ Resilient Lady. Sailing round-trip from Miami, this special voyage features a historic moment where all four Virgin ships — Scarlet, Valiant, Resilient, and Brilliant — meet in the middle of the ocean for an epic, fleet-wide celebration. Along the way we’ll explore the Bahamian shores of Freeport and Bimini and the ancient Mayan magic of Progreso, Mexico. Grab your chosen family this Valentine’s Day and be part of Virgin Voyages history!
Greek Isles & Mykonos Overnight
Get your Greek island glow.
Trade the ordinary for the extraordinary this spring! Join us May 23–30, 2027 for a breathtaking 7-night Greek Isles adventure aboard Virgin Voyages’ iconic Scarlet Lady. Sailing round-trip from ancient Athens, we’re heading to the jewel-toned waters of the Aegean — chasing sunsets in Santorini, exploring the medieval charm of Rhodes, hitting the beach clubs in Bodrum, Turkey, and, best of all, enjoying a legendary overnight in Mykonos. Drink in the history by day, dance until dawn by night, and experience the Mediterranean exactly how it was meant to be seen.
2027 Solar Eclipse Cruise
Chase the shadow, find your vibe.
adventure aboard Virgin Voyages’ Resilient Lady. Sailing round-trip from Barcelona, this ‘Marvelous Voyage’ is perfectly positioned for the 2027 total solar eclipse with 100% totality at sea. Along the way we’ll explore Palma de Mallorca, the historic beauty of Seville, the dramatic cliffs of Madeira, and the vibrant culture of Tangier, Morocco. With special eclipse programming, live astronomers, and our built-in community, this is a once-in-a-lifetime journey.
Danube Christmas Markets
Journey to the heart of a European Christmas.
Trade the massive ocean liners for an exclusive, boutique holiday escape. Join us November 21–28, 2027 for the ‘Christmas Markets’ river cruise aboard AmaWaterways’ brand-new 196-guest AmaRudi, sailing in her very first season. Cruising the legendary Danube from Budapest to Vilshofen, this 7-night journey blends glittering holiday markets, imperial cities, and refined comfort. Sip complimentary Glühwein as you glide past snow-dusted vineyards and frosted castle ruins, wander illuminated market squares in Vienna, Budapest, and Bavaria, and toast the season in one of Europe’s most magical settings. A full-ship charter with KVI Travel.
New Year’s on the Rhine
Ring in the New Year on the Rhine.
Sail into 2028 in style! Join us December 30, 2027 for a spectacular 7-night New Year’s getaway on the Rhine, marking the debut of Celebrity Cruises’ highly anticipated new river ship, the Celebrity Seeker. Departing from Basel, we’ll glide past snow-dusted fairy-tale castles, explore historic European towns, and celebrate New Year’s Eve with fireworks over the water. Experience Celebrity’s modern luxury in an intimate riverboat setting, blended with the welcoming energy of The Cruise Boys®. This departure is currently sold out — contact us to join the waitlist.
COME ABOARD
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