
The Longest Johns Cordially Invite You
A Sailing Cruise through the Glorious Caribbean
March 10 - 18, 2024 / from $7495 per person
PRE-REGISTRATION OPEN UNTIL MAY 23, 2023. ACT FAST, SELLING FAST!
Imagine. . . a world-class sailing experience through the British Virgin Islands, aboard one of the world’s finest sailing yachts, with nightly entertainment provided by the Longest Johns – a dream come true!
In an exclusive partnership with US-based touring outfit ProRome Tours, the Longest Johns look forward to welcoming you onboard the Sea Cloud II for a week of song, fellowship and adventure next spring through the beautiful Caribbean.
Up through May 23, 2023 we are taking pre-registrations for this once in a lifetime voyage. We need to receive at least 80 pre-registrations, so sign up today to help make this dream come true! There are only 40 double occupancy cabins available, so act fast!
Make the dream come true
Pre-Register Today
Pre-registration is open through May 23, 2023. The operation of the trip is contingent on enough persons registering to fill the cabins: 80. Once 80 have pre-registered, registration will close and an invitation along with a link to formally register will be sent to each pre-registrant by email.

The Caribbean
Sea Cloud Cruises
The Art of Sailing
The Sea Cloud II
Our vessel is the Sea Cloud II, a three-mast barque complete with more than 3000 square meters of sail spread across 23 unique sails. Built to resemble the great ships of the old world, the Sea Cloud II does indeed hide in its hold two powerful diesel engines, designed to “Roll us Along” should the winds of the sunny Caribbean fail us.

Live Performances
Daily a capella performances led by the Longest Johns and a series of fascinating stories on the incredible history of maritime adventures will permeate the daily program.

Exclusive Itinerary
Sandy beaches, uninhabited island excursions and tours through the wonders of the Caribbean – created by both man and nature – make this itinerary unique and truly once in a lifetime.

A World-Class Vessel
Built in 2001, the Sea Cloud II perfectly combines spaciousness for up to 94 passengers with the lifestyle of a private yacht. Private luxury cabins, superb endless food and more await.

Fellowship and Fun
Sea Shanties have the incredible power of bringing people together. Through the music of the Longest Johns, together we will relive epic stories and build new and lasting friendships.


A Glance at the Itinerary
This incredible journey features one night at a four-star resort in St. Maarten and seven nights aboard the Sea Cloud II.
On March 10 we will rendezvous at the beautiful and all-inclusive four-star Maho Beach Resort in St. Maarten. That evening we will enjoy incredible sea views at a private welcome dinner hosted by The Longest Johns.
The next day we will board the Sea Cloud II, settle into our cabins, and join the captain on the lido deck for welcome cocktails as we put out to sea. Following a five-course welcome dinner we’re back out on deck for our first private concert with the Longest Johns. With the wind in our sails, we’re off to the British Virgin Islands!
For two days we will explore the channels, bays and islands once ruled by privateers and pirates. We will explore sandy beaches, hidden coves and colorful seaside villages. From Jost van Dyke to Virgin Gorda, we will experience a hidden world of stories and songs, with sea shanties led by the Longest Johns to keep us going along the way.
We then sail southwards, entering the Lesser Antilles and into the French territory of the “Îles des Saintes”, where we will explore the incredible beautiful islands of Terre-de-Haut and Dominica. Here we will explore the natural beauty and experience the cultural influences of the Old World, evident in the art, architecture and customs found here.
Our last stop is Saint Barthélemy, a volcanic island fully encircled by shallow reefs, where we will marvel at elegant superyachts, browse in the shops for precious items, or enjoy a sundowner in the picturesque harbor surrounded by clusters of high class bars and restaurants. You may even consider snorkeling in the reefs before joining us on board for a farewell dinner and concert with the Longest Johns.
TRIP DETAILS
Cabin Availability and Pricing
What's Included
One Night in St. Maarten
One night (March 10) lodging at the four-star Sonesta Maho Beach Resort in St. Maarten. Five-course dinner and bar package included.
Seven Nights Aboard the Sea Cloud II
Seven nights (March 11 - 18) lodging in cabin of your choosing aboard the Sea Cloud II.
All Meals and Touring Programs
All meals aboard the Sea Cloud II, free-flowing wine and beer, and all touring programs listed in the touring program. See brochure for full list of inclusions and exclusions.