Sailboat charter Virgin Islands in May

57 sailboats are free in Virgin Islands in May – with final price and real dates.

Still free today for May: 93% of these boats.

Boats available
57
Week, from–to
€2,533 – €9,039
Typical week
€4,693
Price index (season = 100)
108

1–20 of 61

52.4 Club
Sailboat
12 photos

52.4 Club

Jeanneau Sun Odyssey 52.2

Road Town

  • up to 10 people
  • 4 cabins · 5 bathrooms
  • 16 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €1,200 per day

Final price from€5,979

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €995 per person for 6 people

−15 % provider discount

5 nights, May 18 – 23

Only €2,851 (48%) due today

52.4 Club
Sailboat
12 photos

52.4 Club

Jeanneau Sun Odyssey 52.2

Road Town

  • up to 10 people
  • 4 cabins · 5 bathrooms
  • 16 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €1,020 per day

Final price from€5,104

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €850 per person for 6 people

−14 % provider discount

5 nights, May 12 – 17

Only €2,414 (48%) due today

Oceanis 461/3/3 Premium
Sailboat
9 photos

Oceanis 461/3/3 Premium

Bénéteau Oceanis 461

Road Town

  • up to 8 people
  • 3 cabins · 3 bathrooms
  • 15 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €645 per day

Final price from€3,224

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €535 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,464 (46%) due today

44.3 Exclusive
Sailboat
6 photos

44.3 Exclusive

Dufour 44

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 14 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €845 per day

Final price from€4,214

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €700 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,959 (47%) due today

44.3 Exclusive
Sailboat
6 photos

44.3 Exclusive

Dufour 44

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 14 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €845 per day

Final price from€4,214

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €700 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,959 (47%) due today

42 Premium
Sailboat
20 photos

42 Premium

Bénéteau Oceanis 40.1

Road Town

  • up to 6 people
  • 3 cabins · 2 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €590 per day

Final price from€2,954

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €490 per person for 6 people

−10 % provider discount

5 nights, May 27 – June 1

Only €1,329 (45%) due today

44.3 Exclusive Plus
Sailboat
6 photos

44.3 Exclusive Plus

Dufour 44

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 14 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €845 per day

Final price from€4,214

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €700 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,959 (47%) due today

46.3 Club
Sailboat
9 photos

46.3 Club

Bénéteau Oceanis 46.1

Road Town

  • up to 8 people
  • 3 cabins · 3 bathrooms
  • 15 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €770 per day

Final price from€3,854

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €640 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,779 (47%) due today

Oceanis 461/3/3 Premium
Sailboat
9 photos

Oceanis 461/3/3 Premium

Bénéteau Oceanis 461

Road Town

  • up to 8 people
  • 3 cabins · 3 bathrooms
  • 15 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €645 per day

Final price from€3,224

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €535 per person for 6 people

−10 % provider discount

5 nights, May 2 – 7

Only €1,464 (46%) due today

42.3 Club
Sailboat
12 photos

42.3 Club

Bénéteau Oceanis 40.1

Road Town

  • up to 7 people
  • 3 cabins · 2 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €715 per day

Final price from€3,584

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €595 per person for 6 people

−10 % provider discount

5 nights, May 26 – 31

Only €1,644 (46%) due today

42.3 Club
Sailboat
12 photos

42.3 Club

Bénéteau Oceanis 40.1

Road Town

  • up to 7 people
  • 3 cabins · 2 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €715 per day

Final price from€3,584

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €595 per person for 6 people

−10 % provider discount

5 nights, May 26 – 31

Only €1,644 (46%) due today

44.3 Premium Plus
Sailboat
7 photos

44.3 Premium Plus

Dufour 44

Road Town

  • up to 6 people
  • 3 cabins · 3 bathrooms
  • 14 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €700 per day

Final price from€3,494

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €580 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,599 (46%) due today

41.3 Exclusive
Sailboat
9 photos

41.3 Exclusive

Dufour 41

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €735 per day

Final price from€3,674

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €610 per person for 6 people

−10 % provider discount

5 nights, May 28 – June 2

Only €1,689 (46%) due today

41.3 Exclusive
Sailboat
9 photos

41.3 Exclusive

Dufour 41

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €735 per day

Final price from€3,674

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €610 per person for 6 people

−10 % provider discount

5 nights, May 28 – June 2

Only €1,689 (46%) due today

42 Premium
Sailboat
8 photos

42 Premium

Bénéteau Oceanis 40.1

Road Town

  • up to 6 people
  • 3 cabins · 2 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €590 per day

Final price from€2,954

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €490 per person for 6 people

−10 % provider discount

5 nights, May 27 – June 1

Only €1,329 (45%) due today

41.3 Exclusive Plus
Sailboat
9 photos

41.3 Exclusive Plus

Dufour 41

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €735 per day

Final price from€3,674

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €610 per person for 6 people

−10 % provider discount

5 nights, May 28 – June 2

Only €1,689 (46%) due today

41.3 Exclusive Plus
Sailboat
9 photos

41.3 Exclusive Plus

Dufour 41

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €735 per day

Final price from€3,674

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €610 per person for 6 people

−10 % provider discount

5 nights, May 28 – June 2

Only €1,689 (46%) due today

Oceanis 461/3/3 Premium
Sailboat
9 photos

Oceanis 461/3/3 Premium

Bénéteau Oceanis 461

Road Town

  • up to 8 people
  • 3 cabins · 3 bathrooms
  • 15 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €645 per day

Final price from€3,224

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €535 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,464 (46%) due today

41.3 Exclusive
Sailboat
9 photos

41.3 Exclusive

Dufour 41

Road Town

  • up to 7 people
  • 3 cabins · 3 bathrooms
  • 13 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €735 per day

Final price from€3,674

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €610 per person for 6 people

−10 % provider discount

5 nights, May 28 – June 2

Only €1,689 (46%) due today

46.3 Exclusive
Sailboat
10 photos

46.3 Exclusive

Bénéteau Oceanis 46.1

Road Town

  • up to 8 people
  • 3 cabins · 3 bathrooms
  • 15 m
  • Skipper bookable
  • SUP board
  • Dinghy
  • Wi-Fi

On request · answer within 24 h

≈ €770 per day

Final price from€3,854

incl. mandatory extrasWhat does the final price include?

Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.

≈ €640 per person for 6 people

−10 % provider discount

5 nights, May 1 – 6

Only €1,779 (47%) due today

See all boats in Virgin Islands

Departures in May

As of today, from the providers' booking systems. Free dates change all the time.

Other months

Price index: median week price of the month compared with the whole season (= 100).

Ports in Virgin Islands

By boat type

Frequently asked questions

What does a sailboat cost in Virgin Islands in May?
A week costs between €2,533 and €9,039 today, typically €4,693. That is the final price including mandatory extras, from 4,356 offered week prices.
When is the best time to book a sailboat for May?
Today the cheapest departure is on Sat, May 1, from €2,623 a week. 93% of these boats are still free for the month.
Is May more expensive than the rest of the season?
Yes. In May the median week price is 8% above the season average. If you are flexible, other months give you more boat for your money.
Which week in May has the most choice?
The departure on Sun, May 2 – 44 boats are free for it today.
Do I need a boat licence?
Not if you book with a skipper or crew. Without a skipper it depends on the boat; every boat page says what applies.

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