The Best St. Barts Luxury Crewed Sailing Yachts of 2024-2025

Dinner onboard a Sailing Yacht

Explore everything St. Barths has to offer in unrivaled comfort onboard one of the best luxury crewed motor yachts of 2024 and 2025 

Charter a crewed sailing yacht and discover the beautiful island destination of St. Barths, where the rich and famous live at a leisurely pace. St. Barths is an island with vibrant culture, fabulous shopping, 20 stunning white sandy beaches, and some of the best restaurants in the Caribbean. Enjoy the excitement that sailing in the Caribbean can offer along with the luxury an experienced and accommodating crew provides. This is by far the best way to explore the beautiful coral-lined bays and postcard-perfect beaches.

On a crewed sailing yacht charter around St. Barths, you can enjoy the ideal slow-paced holiday exploring the island and azure waters. If you feel like venturing further afield, you may also wish to sail the nearby island of St. Martin to get a taste of the diverse culture and fantastic coastlines. No matter the destination, our Charter Experts are available to help you plan the perfect sailing yacht getaway.

See our St. Barts Yacht Charter Guide Book Now!


See Our Selection of the Best Luxury Crewed Sailing Yachts of 2024-2025 Below!

WHISPER - 116 Holland Jachtbouw - 3 Staterooms - New England - Caribbean - St Maarteen - Virgin Islands
WHISPER
    116 Holland Jachtbouw - 3 Staterooms - New England - Caribbean - St Maarteen - Virgin Islands
  • 116 Holland Jachtbouw Luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 2003
  • Cabins: 3
  • Berths: 6
  • From $75000 to $86250 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 2003
From $75000 to $86250
per week

BOATBOOKINGS SAYS:
"Perfect for entertaining family and friends."

NOMAD IV - 30m Maxi Dolphin - 5 Cabins - Cannes - St Tropez - St Barths - Antigua - Cuba
NOMAD IV
    30m Maxi Dolphin - 5 Cabins - Cannes - St Tropez - St Barths - Antigua - Cuba
  • 30m Maxi Dolphin Luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 2013 (2018 Refit)
  • Cabins: 5
  • Berths: 12
  • From €66000 to €66000 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 2013 (2018 Refit)
From €66000 to €66000
per week

BOATBOOKINGS SAYS:
"Enquire today to book this stunning sailing yacht for your upcoming regatta or sailing race!"

HELIOS - Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily
HELIOS
    Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily
  • Perini Navi 45m Luxury Crewed Sailing Yacht
  • Length: 45.3 m
  • Year: 2007 (2016 Refit)
  • Cabins: 4
  • Berths: 10
  • From $150000 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 45.3 m (154' 6")
  • Year: 2007 (2016 Refit)
From $150000
per week

BOATBOOKINGS SAYS:
"One of our favourite Perini Navi sailing yachts, ideal for Caribbean getaways"

THE BLUE PETER - Classic Yacht - 4 Cabins - English Harbour - St Barths - St Martin VIEW 1 REVIEW 
THE BLUE PETER
    Classic Yacht - 4 Cabins - English Harbour - St Barths - St Martin
  • Classic Yacht Crewed Sailing Yacht
  • Length: 19.65 m
  • Year: 1930
  • Cabins: 4
  • Berths: 7
  • From €2500 to €3000 per day
VIEW 1 REVIEW  Details Enquire
  • Berths: 7
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 19.65 m (66' 8")
  • Year: 1930
VIEW 1 REVIEW
From €2500 to €3000
per day

BOATBOOKINGS SAYS:
"The Blue Peter is fast, fun and full of character, perfect for regatta charters!"

CAP II - CNB 76 Sloop - 4 Cabins - Virgin Islands - Leeward Islands - Windward Islands
CAP II
    CNB 76 Sloop - 4 Cabins - Virgin Islands - Leeward Islands - Windward Islands
  • CNB 76 Sloop Luxury Crewed Sailing Yacht
  • Length: 22.34 m
  • Year: 1992 - extensive refit 2006
  • Cabins: 4
  • Berths: 8
  • From $26000 to $26000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 22.34 m (75' 2")
  • Year: 1992 - extensive refit 2006
From $26000 to $26000
per week

BOATBOOKINGS SAYS:
"CAP II is definitely one of the most impressive vessels available in the Caribbean!"

PRANA - 58.4m Alloy Yachts - 5 Staterooms - Tortola - St Maarten - Antigua - Monaco - Porto Cervo - Naples
PRANA
    58.4m Alloy Yachts - 5 Staterooms - Tortola - St Maarten - Antigua - Monaco - Porto Cervo - Naples
  • 58.4m Alloy Yachts luxury Crewed Sailing Yacht
  • Length: 58.4 m
  • Year: 2006 (2022 Refit)
  • Cabins: 5
  • Berths: 10
  • From $225000 to $245000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 58.4 m (198' 8")
  • Year: 2006 (2022 Refit)
From $225000 to $245000
per week

Top Rated Yachts
  • WHISPER - 116 Holland Jachtbouw - 3 Staterooms - New England - Caribbean - St Maarteen - Virgin Islands

    WHISPER - 116 Holland Jachtbouw

    Details
  • HELIOS - Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily

    HELIOS - Perini Navi 45m

    Details
  • THE BLUE PETER - Classic Yacht - 4 Cabins - English Harbour - St Barths - St Martin

    THE BLUE PETER - Classic Yacht

    Details
  • CAP II - CNB 76 Sloop - 4 Cabins - Virgin Islands - Leeward Islands - Windward Islands

    CAP II - CNB 76 Sloop

    Details
  • NOMAD IV - 30m Maxi Dolphin - 5 Cabins - Cannes - St Tropez - St Barths - Antigua - Cuba

    NOMAD IV - 30m Maxi Dolphin

    Details
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