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Caribbean Charter Yachts
  The Caribbean is without doubt one of the most perfect destinations to charter a yacht with your family and friends - it is the ultimate tropical paradise for a sailing holiday with stunning ...

Leeward Islands Yacht Charter Guide - Article
Sailing the Leeward Islands Discover the secrets of St. Martin, St. Barths, Anguilla, and Antigua as you vacation on your luxury yacht charter in the Leeward Islands St. Barths | St. Martin ... There are 2 additional articles in this category.

St. Barts Yacht Charter Guide 2025-2026 - Article
Stunning St. Barts Charter a Crewed Motor Yacht, Crewed Catamaran, or Bareboat Sailboat in St. Barts for an Epic Caribbean Vacation St. Barts Crewed Motor Yachts | St. Barts Crewed S... There are 6 additional articles in this category.

The Top St Barths Crewed Motor Yachts
Motor Yachts in Gustavia Harbor, St. Barths Explore Everything St. Barths Has to Offer and More Onboard Your 2025 or 2026 Luxury Crewed Motor Yacht Charter St. Barths is an island destinatio...

St Martin, Anguilla, St Barths Crewed Motor Yacht Itinerary - Article
Discover the Caribbean Leeward Island charm from St Martin to Anguilla and St Barths on the ultimate 7 day motor yacht itinerary The Leeward Islands are cooled by year-round trade winds, wi...

We have much more to tell you about! Click here to see another 7 articles

Discover our selection of yachts below and contact our Charter Experts at Boatbookings to receive a bespoke proposal and embark on the ultimate yacht charter vacation.

Let us take over and do the work for you by completing our enquiry form. Or, contact us directly at [email protected] with details of your group size, type of yacht, destination and budget. One of our Charter Experts will call you so please leave your phone number.

We look forward to hearing from you!

SORANA II - Princess 82 - 4 Cabins - St Martin - St Barths - Leewards - Caribbean
SORANA II
    Princess 82 - 4 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Princess 82 Luxury Crewed Motor Yacht
  • Length: 24 m
  • Year: 2018 (2023 Refit)
  • Cabins: 4
  • Berths: 8
  • From $35000 to $57600 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 24 m (81' )
  • Year: 2018 (2023 Refit)
From $35000 to $57600
per week

BOATBOOKINGS SAYS:
"You will surely be looked after by a passionate crew as you cruise the enchanting Caribbean islands on SORANA II."

EXIT STRATEGY - Numarine 26 XP - 4 Cabins - St Martin - St Barths - Anguilla - Leewards - Caribbean
EXIT STRATEGY
    Numarine 26 XP - 4 Cabins - St Martin - St Barths - Anguilla - Leewards - Caribbean
  • Numarine 26 XP Luxury Crewed Motor Yacht
  • Length: 25 m
  • Year: 2023
  • Cabins: 4
  • Berths: 8
  • From $70000 to $75000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 25 m (85' 4")
  • Year: 2023
From $70000 to $75000
per week

BOATBOOKINGS SAYS:
"Dive into the alluring water of the Caribbean Leewards and make remarkable memories with your family on EXIT STRATEGY!"

ACCIDENTAL SUCCESS II - Sunseeker 95 - 5 Cabins - St Kitts - St Martin - St Barths - Leewards - Caribbean
ACCIDENTAL SUCCESS II
    Sunseeker 95 - 5 Cabins - St Kitts - St Martin - St Barths - Leewards - Caribbean
  • Sunseeker 95 Luxury Crewed Motor Yacht
  • Length: 28 m
  • Year: 2023
  • Cabins: 5
  • Berths: 10
  • From $95000 to $115000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 28 m (95' 4")
  • Year: 2023
From $95000 to $115000
per week

BOATBOOKINGS SAYS:
"Experience exclusivity on ACCIDENTAL SUCCESS II while exploring the Caribbean Leewards your round!"

HALCYON - Sanlorenzo 112 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean - Bahamas
HALCYON
    Sanlorenzo 112 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean - Bahamas
  • Sanlorenzo 112 Luxury Crewed Motor Yacht
  • Length: 34 m
  • Year: 2018
  • Cabins: 5
  • Berths: 12
  • From $110000 to $120000 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 34 m (115' 4")
  • Year: 2018
From $110000 to $120000
per week

BOATBOOKINGS SAYS:
"With exciting itineraries in the Caribbean and the Bahamas, guests surely find this one-of-a-kind adventure addicting and want to stay month-long!"

CAT TUA - Lagoon Seventy 7 - 4 Cabins - St Martin - St Barths - Leewards - Windwards - Caribbean
CAT TUA
    Lagoon Seventy 7 - 4 Cabins - St Martin - St Barths - Leewards - Windwards - Caribbean
  • Lagoon Seventy 7 Luxury Crewed Catamaran
  • Length: 23.28 m
  • Year: 2021 (2024 Refit)
  • Cabins: 4
  • Berths: 8
  • From €77000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 23.28 m (79' )
  • Year: 2021 (2024 Refit)
From €77000
per week

BOATBOOKINGS SAYS:
"Experience the serenity of nature amidst the Caribbean Leewards aboard the luxurious catamaran CAT TUA!"

HEEUS - Bering 145 - 6 Cabins - Monaco - Capri - St Barths
HEEUS
    Bering 145 - 6 Cabins - Monaco - Capri - St Barths
  • Bering 145 Luxury Crewed Motor Yacht
  • Length: 44.2 m
  • Year: 2023
  • Cabins: 6
  • Berths: 12
  • From €200000 to €250000 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Motor
  • Length: 44.2 m (150' 4")
  • Year: 2023
From €200000 to €250000
per week

RHINO - Admiral Marine 154 - 5 Staterooms - Nassau - Bahamas - St Maarten - St Barths - NIce - West Mediterranean VIEW 1 REVIEW 
RHINO
    Admiral Marine 154 - 5 Staterooms - Nassau - Bahamas - St Maarten - St Barths - NIce - West Mediterranean
  • Admiral Marine 154 Luxury Crewed Motor Yacht
  • Length: 46.94 m
  • Year: 1998 (2018 Refit)
  • Cabins: 5
  • Berths: 10
  • From $140000 to $155000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 46.94 m (159' 2")
  • Year: 1998 (2018 Refit)
VIEW 1 REVIEW
From $140000 to $155000
per week

BOATBOOKINGS SAYS:
"RHINO is a worldclass motor yacht; both tranquil and breathtaking!"

BEYOND - Fountaine Pajot Aura 51 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
BEYOND
    Fountaine Pajot Aura 51 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Fountaine Pajot Aura 51 Crewed Catamaran
  • Length: 15 m
  • Year: 2022
  • Cabins: 4
  • Berths: 6
  • From $21900 to $28680 per week
Details Enquire
  • Berths: 6
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 15 m (51' )
  • Year: 2022
From $21900 to $28680
per week

BOATBOOKINGS SAYS:
"A rare and unique opportunity to charter a new Fountaine Pajot Aura 51 in the Leewards and Grenadines in the Winter, and the Bahamas in the Summer."

MAMMA MIA - Benetti Classic 120 - St Martin - St Barths - Leewards - Caribbean
MAMMA MIA
    Benetti Classic 120 - St Martin - St Barths - Leewards - Caribbean
  • Benetti Classic 120 Luxury Crewed Motor Yacht
  • Length: 36.58 m
  • Year: 2007 (2022 Refit)
  • Cabins: 5
  • Berths: 10
  • From $95000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 36.58 m (124' 10")
  • Year: 2007 (2022 Refit)
From $95000
per week

BOATBOOKINGS SAYS:
"Party and sing along as you cruise throughout the Caribbean Leewards on MAMMA MIA!"

ORION - Catana 90 - 4 Cabins - St Martin - St Barths - Anguilla
ORION
    Catana 90 - 4 Cabins - St Martin - St Barths - Anguilla
  • Catana 90 Luxury Crewed Catamaran
  • Length: 27.432 m
  • Year: 2008
  • Cabins: 4
  • Berths: 8
  • From $46000 to $57500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 27.432 m (93' 7")
  • Year: 2008
From $46000 to $57500
per week

BOATBOOKINGS SAYS:
"Boatbookings favorite boat from the 2013 BVI Charter Yacht Show!"

TITANIA - Lurssen 73m - 7 Cabins - St Barths - Virgin Islands - Bahamas - Monaco - Amalfi Coast
TITANIA
    Lurssen 73m - 7 Cabins - St Barths - Virgin Islands - Bahamas - Monaco - Amalfi Coast
  • Lurssen 73m Luxury Crewed Motor Yacht
  • Length: 73 m
  • Year: 2006 (2012 Refit)
  • Cabins: 7
  • Berths: 12
  • From $495000 to $635000 per week
Details Enquire
  • Berths: 12
  • Cabins: 7
  • Crew: Crewed
  • Type: Motor
  • Length: 73 m (248' 4")
  • Year: 2006 (2012 Refit)
From $495000 to $635000
per week

BOATBOOKINGS SAYS:
"A very spacious, beautiful and well equipped luxury motor yacht, with excellent facilities and world class worldwide charter reputation. Highly recommended by the whole Boatbookings Team."

Princess V65 - Day Charter - St Barths - Anguilla VIEW 1 REVIEW 
Princess V65
    Day Charter - St Barths - Anguilla
  • Day Charter Crewed Motor Yacht
  • Length: 0 m
  • Year:
  • Cabins: 4
  • Berths: 0
  • From €4590 to €5495 per day
VIEW 1 REVIEW  Details Enquire
  • Berths: 0
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 0 m (0' )
  • Year:
VIEW 1 REVIEW
From €4590 to €5495
per day

BOATBOOKINGS SAYS:
"Princess 65 available to charter with 14 guests around the beautiful island of St Barths."

NOVA - Robertson and Caine 43 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
NOVA
    Robertson and Caine 43 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Robertson and Caine 43 Crewed Catamaran
  • Length: 13.4 m
  • Year: 2000 (2022 Refit)
  • Cabins: 3
  • Berths: 6
  • From $12500 to $15500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 13.4 m (45' 8")
  • Year: 2000 (2022 Refit)
From $12500 to $15500
per week

BOATBOOKINGS SAYS:
"Say yes to a memorable Caribbean cruise on NOVA!"

CANCELLI DEL CIELO - Bali 4.6 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean
CANCELLI DEL CIELO
    Bali 4.6 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Bali 4.6 Crewed Catamaran
  • Length: 14 m
  • Year: 2024
  • Cabins: 5
  • Berths: 10
  • From $21500 to $25500 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14 m (47' 8")
  • Year: 2024
From $21500 to $25500
per week

BOATBOOKINGS SAYS:
"Hear the hymn of the Caribbean Sea aboard the stylish catamaran CANCELLI DEL CIELO!"

MONDANGO - Lagoon 46 - St Martin - St Barths - Leewards - Windwards - Caribbean
MONDANGO
    Lagoon 46 - St Martin - St Barths - Leewards - Windwards - Caribbean
  • Lagoon 46 Crewed Catamaran
  • Length: 14 m
  • Year: 2020
  • Cabins: 3
  • Berths: 6
  • From $16500 to $18500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14 m (47' 8")
  • Year: 2020
From $16500 to $18500
per week

BOATBOOKINGS SAYS:
"Party all night and dance tango with your loved ones on the Lagoon 46 MONDANGO!"

SARA - Leopard 46 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
SARA
    Leopard 46 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Leopard 46 Crewed Catamaran
  • Length: 14 m
  • Year: 2012
  • Cabins: 3
  • Berths: 7
  • From $16000 to $17500 per week
Details Enquire
  • Berths: 7
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14 m (47' 8")
  • Year: 2012
From $16000 to $17500
per week

BOATBOOKINGS SAYS:
"Your camera will never rest from the spectacular sceneries of the Caribbean on SARA!"

RITMO - Lagoon 46 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
RITMO
    Lagoon 46 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Lagoon 46 Crewed Catamaran
  • Length: 14 m
  • Year: 2021
  • Cabins: 3
  • Berths: 6
  • From $16500 to $20500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14 m (47' 8")
  • Year: 2021
From $16500 to $20500
per week

BOATBOOKINGS SAYS:
"Get lulled by the gentle rhythmic waves of the Caribbean Windwards on RITMO!"

WESTERLUND - Lagoon 46 - 4 Cabins - St Martin - St Barths - Leewards - Caribbean
WESTERLUND
    Lagoon 46 - 4 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Lagoon 46 Luxury Crewed Catamaran
  • Length: 14 m
  • Year: 2020
  • Cabins: 4
  • Berths: 10
  • From €8394 to €10387 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14 m (47' 8")
  • Year: 2020
From €8394 to €10387
per week

BOATBOOKINGS SAYS:
"The enormous flybridge will have your whole family immersed in the art of sailing on your Caribbean charter aboard WESTERLUND!"

INFINITY - Lagoon 46 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
INFINITY
    Lagoon 46 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Lagoon 46 Crewed Catamaran
  • Length: 14.02 m
  • Year: 2023
  • Cabins: 3
  • Berths: 6
  • From $16500 to $20000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14.02 m (47' 10")
  • Year: 2023
From $16500 to $20000
per week

BOATBOOKINGS SAYS:
"Sign up for an infinite number of surprises as you cruise the Caribbean Leewards on INFINITY!"

WIND DANCER - Robertson and Caine Leopard 50 - 3 Cabins - St Martin - St Barths - Anguilla - Leewards
WIND DANCER
    Robertson and Caine Leopard 50 - 3 Cabins - St Martin - St Barths - Anguilla - Leewards
  • Robertson and Caine Leopard 50 Crewed Catamaran
  • Length: 15 m
  • Year: 2020
  • Cabins: 3
  • Berths: 6
  • From $19000 to $21000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 15 m (51' )
  • Year: 2020
From $19000 to $21000
per week

BOATBOOKINGS SAYS:
"Wave your body smoothly like the water while partying in the middle of the Caribbean Leewards on WIND DANCER!"

ANDIAMO - Leopard 50 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
ANDIAMO
    Leopard 50 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Leopard 50 Crewed Catamaran
  • Length: 15.24 m
  • Year: 2023
  • Cabins: 3
  • Berths: 6
  • From $22000 to $25000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 15.24 m (51' )
  • Year: 2023
From $22000 to $25000
per week

BOATBOOKINGS SAYS:
"Hurry up and book a remarkable cruise in the Caribbean on ANDIAMO!"

BLUE LAGOON - Bali 5.4 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean
BLUE LAGOON
    Bali 5.4 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Bali 5.4 Luxury Crewed Motor Yacht
  • Length: 16 m
  • Year: 2022
  • Cabins: 5
  • Berths: 10
  • From $28500 to $32500 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Catamaran
  • Length: 16 m (54' 4")
  • Year: 2022
From $28500 to $32500
per week

BOATBOOKINGS SAYS:
"A cruising vacation full of eye-candy surprises awaits amidst the beautiful Caribbean Leewards on BLUE LAGOON!"

LADY MARIGOT - Privilege Alliaura Marine Group 58 - 4 Cabins - St Martin - St Barths - Leewards - Caribbean
LADY MARIGOT
    Privilege Alliaura Marine Group 58 - 4 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Privilege Alliaura Marine Group 58 Crewed Motor Yacht
  • Length: 17 m
  • Year: 2004
  • Cabins: 4
  • Berths: 8
  • From $23000 to $27000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 17 m (57' 8")
  • Year: 2004
From $23000 to $27000
per week

BOATBOOKINGS SAYS:
"LADY MARIGOT is your gateway to unforgettable adventures in the Caribbean year-round!"

Princess V55 - St Barths
Princess V55
    St Barths
  • St Barths Crewed Motor Yacht
  • Length: 18.19 m
  • Year:
  • Cabins: 3
  • Berths: 6
  • From €4000 per day
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Motor
  • Length: 18.19 m (61' 7")
  • Year:
From €4000
per day

BOATBOOKINGS SAYS:
"One of the finest small motor yachts to cruise around St Barths this winter."

ALLURE - Privilege S6 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
ALLURE
    Privilege S6 - 3 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Privilege S6 Crewed Catamaran
  • Length: 19 m
  • Year: 2020
  • Cabins: 3
  • Berths: 6
  • From $40000 to $45000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 19 m (64' 4")
  • Year: 2020
From $40000 to $45000
per week

BOATBOOKINGS SAYS:
"Pure happiness and excitement await in the Leeward Islands on ALLURE!"

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!"

Princess V70 - Day Charter - St Barths - Anguilla
Princess V70
    Day Charter - St Barths - Anguilla
  • Day Charter Crewed Motor Yacht
  • Length: 22.5 m
  • Year: 2006 (2018 Refit)
  • Cabins: 3
  • Berths: 7
  • From €5435 to €6340 per day
Details Enquire
  • Berths: 7
  • Cabins: 3
  • Crew: Crewed
  • Type: Motor
  • Length: 22.5 m (76' 6")
  • Year: 2006 (2018 Refit)
From €5435 to €6340
per day

BOATBOOKINGS SAYS:
"Beautiful yacht available for full day charters around St Barts."

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!"

AMICA MEA - Hakvoort 152 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean
AMICA MEA
    Hakvoort 152 - 5 Cabins - St Martin - St Barths - Leewards - Caribbean
  • Hakvoort 152 Luxury Crewed Motor Yacht
  • Length: 46 m
  • Year: 2004 (2020 Refit)
  • Cabins: 5
  • Berths: 11
  • From $200000 to $215000 per week
Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 46 m (156' 4")
  • Year: 2004 (2020 Refit)
From $200000 to $215000
per week

BOATBOOKINGS SAYS:
"AMICA MEA is the epitome of luxury and craftsmanship, paired with an elite, experienced crew ready to deliver an unforgettable adventure through the breathtaking Caribbean Leewards!"

ASTERIA - Custom 50m - St Martins - St Barths - Antigua
ASTERIA
    Custom 50m - St Martins - St Barths - Antigua
  • Custom 50m Luxury Crewed Motor Yacht
  • Length: 49 m
  • Year: 1970
  • Cabins: 7
  • Berths: 0
  • From $250000 to $275000 per week
Details Enquire
  • Berths: 0
  • Cabins: 7
  • Crew: Crewed
  • Type: Motor
  • Length: 49 m (166' 4")
  • Year: 1970
From $250000 to $275000
per week

BOATBOOKINGS SAYS:
"Board one of the world's most adventurous yachts for an amazing trip in the Caribbean!"

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