Caribbean Islands sailing yacht charter

105 boats with an open week
10 bases
a week usually €4,641 (€3,830–€5,890)
from €2,100 all in, leaving 7 November 2026

The cheapest sailing yachts in the next four months

Each boat at its cheapest charter in that time. Every figure is the all-in total for the whole charter, not a nightly rate and not a starting price.

Silly Shark (GND)
Oceanis 43, 2009
Sailing yachtSkipper licence
10 berths, 4 cabins, 13.1 m
From Grenada Yacht Club
Sat 7 Nov – Sat 14 Nov 2026 · 7 nights
€2,100
all in
€210 per berth
Sunsail 44 SO Classic
Sun Odyssey 440, 2022
Sailing yachtSkipper licence
10 berths, 4 cabins, 13.4 m
From Marina Fort Louis
Sat 31 Oct – Sat 7 Nov 2026 · 7 nights
9% below its 90-day average
€2,549
all in
€255 per berth
Sunsail 410 Classic
Sun Odyssey 410, 2022
Sailing yachtSkipper licence
8 berths, 3 cabins, 12.4 m
From Rodney Bay Marina
Sat 31 Oct – Sat 7 Nov 2026 · 7 nights
€2,799
all in
€350 per berth
Spicy Rum
Dufour 37, 2024
Sailing yachtSkipper licence
6 berths, 3 cabins, 10.8 m
From Blue Lagoon
Sat 24 Oct – Sat 31 Oct 2026 · 7 nights
€3,099
all in
€517 per berth
Sunsail 42 Premium
Oceanis 40.1, 2024
Sailing yachtSkipper licence
6 berths, 3 cabins, 12.9 m
From Rodney Bay Marina
Sat 31 Oct – Sat 7 Nov 2026 · 7 nights
€3,199
all in
€533 per berth
STAR V
Sun Odyssey 440, 2023
Sailing yachtSkipper licence
8 berths, 4 cabins, 13.4 m
From Le Marin
Mon 2 Nov – Mon 9 Nov 2026 · 7 nights
€3,200
all in
€400 per berth
Sunsail 41.3 Premium
Dufour 41, 2024
Sailing yachtSkipper licence
6 berths, 3 cabins, 12 m
From Wickhams Cay II Marina
Thu 12 Nov – Thu 19 Nov 2026 · 7 nights
19% below its 90-day average
€3,200
all in
€533 per berth
Sunsail 42 Premium
Oceanis 40.1, 2024
Sailing yachtSkipper licence
6 berths, 3 cabins, 12.9 m
From Wickhams Cay II Marina
Fri 27 Nov – Fri 4 Dec 2026 · 7 nights
9% below its 90-day average
€3,200
all in
€533 per berth
Sunsail 42 Premium
Oceanis 40.1, 2024
Sailing yachtSkipper licence
6 berths, 3 cabins, 12.9 m
From Wickhams Cay II Marina
Fri 27 Nov – Fri 4 Dec 2026 · 7 nights
9% below its 90-day average
€3,200
all in
€533 per berth
Sunsail 41.3 Premium
Dufour 41, 2024
Sailing yachtSkipper licence
6 berths, 3 cabins, 12 m
From Wickhams Cay II Marina
Thu 12 Nov – Thu 19 Nov 2026 · 7 nights
19% below its 90-day average
€3,200
all in
€533 per berth
Oceanis 461/3/3 Premium
Oceanis 461, 2024
Sailing yachtSkipper licence
8 berths, 3 cabins, 14.5 m
From Wickhams Cay II Marina
Thu 10 Dec – Thu 17 Dec 2026 · 7 nights
9% below its 90-day average
€3,249
all in
€406 per berth
Sunsail 44.3 Premium
Dufour 44, 2024
Sailing yachtSkipper licence
6 berths, 3 cabins, 13.7 m
From Wickhams Cay II Marina
Sun 1 Nov – Sun 8 Nov 2026 · 7 nights
9% below its 90-day average
€3,285
all in
€548 per berth