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CARIBBEAN CHALLENGE CRUISE 2026-2027
About this event
IN FURTHERANCE OF THE CLUB’S OBJECTIVE IN OFFERING A RANGE OF CRUISES BOTH SHORT AND DISTANT, BOTH DAY AND OVERNIGHT, BOTH COASTAL AND OFFSHORE, BOTH DOMESTIC AND FOREIGN, BOTH MEMBER BOATS AND CHARTER BOATS, THE CARIBBEAN CHALLENGE CRUISE 2026-2027 TAKES YOU FROM NEW ENGLAND TO THE CARIBBEAN AND BACK VIA BERMUDA WITH DAY CRUISING IN BOTH THE LEEWARD AND WINDWARD ISLANDS STARTING IN ST MARTIN AND STRETCHING SOUTH THROUGH THE GRENADINES TO GRENADA IN SEVERABLE PARTS BASED ON INDIVIDUAL CHOICE.
A SHORT FORM ITINERARY SHOWING PLACES AND DATES IS ATTACHED. IT IS SUBJECT TO CHANGE.
A LENGTHIER 57 PAGE OUTLINE WITH PHOTOS OF THE TRIP AS FAR SOUTH AS MARTINIQUE IS POSTED BLOG UNDER THIS C.C.C. TITLE.
THE B.V.I. PORTION OF THE TRIP AS OUTLINED IN THE BLOG HAS BEEN SWAPPED OUT FOR THE CRUISE THROUGH THE GRENADINES AS INDICTED IN NEWER AND UPDATED “SHORT FORM” ITINERARY ATTACHED.
BOTH SUGGESTED CHARTER ITINERARIES OF THIS CRUISE IN THE LEEWARD AND WINDWARD ISLANDS ARE DOCUMENTED, DESCRIBED AND PHOTOGRAPHED ONLINE BY THE VARIOUS CHARTER COMPANIES IN THE AREA AS WELL AS IN CHRIS DOYLE’S CURRENT CRUISING GUIDES.
ALL BOATS AND PARTICIPANTS ASSUME THE RISK, ARE RESPONSIBLE FOR OUTFITTING THEIR BOATS APPROPRIATELY, AND MUST ASCERTAIN WHETHER THEY ARE QUALIFIED TO UNDERTAKE THE TRIP SAFELY.
PARTICIPANTS ON NON-MEMBER GUEST BOATS MUST PROVIDE A RELEASE IN A FORM TO BE PROVIDED BY THE CRUISE LEADER PRIOR TO PARTICIPATION.
CLUB MEMBERS HAVE ALREADY PROVIDED A RELEASE AS PART OF THEIR CLUB REGISTRATION AND RENEWALS..
CARIBBEAN CHALLENGE CRUISE 2026-2027
Short Form
11/1/2026 Depart Boothbay
11/3-11/4 Newport 181nm
11/8-12 Bermuda,StGeorge’s 635nm
11/20-24 St Martin, Simpson Bay Lagoon 878 nm
11/24-26 Anguilla 16 nm
11/25 Prickly Pear 11 nm
11/26 Tintamere 17 nm
11/27 St Barts 17 nm (charter returns to SXM)
11/29 St Kitts 43 nm
12/1 Montserrat 43 nm
12/2 Guadelupe/Deshaies 35 nm
12/4 Terra de Haut/Isle des Saintes 22 nm
12/7 Dominica/Portsmouth 21 nm
12/9 Dominica/Soufriere 23 nm
12/11 Martinique/St Pierre 32 nm
12/13 Martinique/Carenantilles-Le Marin 14 nm
HAUL
LAUNCH
3/8/2027 Martinique
3/9-12 St Lucia/Rodney Bay 34 nm
3/13 St Lucia/Laborie 25 nm
3/14 St Vincent/Chateaubelair Bay 30 nm
3/15-16 St Vincent/Blue Lagoon Marina 15 nm
3/17-18 Bequia 9 nm
3/19 Mystique 13 nm
3/20-21 Tobago Cays 21 nm
3/22-23 Mayreau/Salt Whistle Bay 3 nm
3/24-25 Union Island/Chatham Bay 6 nm
3/26 Petit St Vincent 8 nm
3/27-28 Carriacou 14 nm
3/29-4/3 Grenada/Ft Louis Marina 32 nm
4/5 St Martin 368 nm
4/13 Bermuda 878 nm
4/20 Boothbay 728 nm
CCC Cruise Southbound 11/1/2026 - 12/13/2026
CCC Cruise Northbound 3/8/2027- 4/20/2027
Leeward Islands Charter 11/23 – 11/29/2026
Grenadines Charter 3/15 – 3/29/2027
Costs of weather routing services (Chris Parker), if any, will be assessed and collected before any offshore portion of this cruise for which you register.
Event Contact(s)
John H Slingerland
Registration Info
Registration is required
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