2Hulls

Destination comparison

New England vs US Virgin Islands

Two distinct sailing grounds — here's how they compare on conditions, cost, season, and who they suit.

Quick Comparison

Dimension New England US Virgin Islands
Region US East Coast & Florida Caribbean
Peak season Jul, Aug, Sep Dec, Jan, Feb, Mar, Apr
Shoulder Jun, Oct Nov, May
Sailing difficulty easy to moderate easy
Recommended level intermediate beginner friendly
Avg wind (winter / summer) 20 / 11 kn 17 / 13 kn
Hurricane risk Aug, Sep, Oct Aug, Sep, Oct
Currency USD USD
Mid-tier price (7 days) $13,500 $9,500
Luxury tier price $60,000 $36,000
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At a Glance

US East Coast & Florida
New England

A short but beloved season: fleets launch after Memorial Day and haul out by mid-October. July-September delivers 75-85°F days, classic sea breezes and picture-perfect harbours from Narragansett Bay to Penobscot Bay. Fog and strong tides on the Maine coast reward careful planning.

  • • 2 base marinas
  • • 3 must-visit anchorages
  • • 11 boats in our fleet database for this region
Caribbean
US Virgin Islands

Hurricane season June-November. Less crowded than BVI; easy day-sail to BVI. US citizens do not need passport.

  • • 2 base marinas
  • • 5 must-visit anchorages
  • • 31 boats in our fleet database for this region

Sailing Conditions

New England averages 20 knots in winter and 11 knots in summer. Hurricane risk runs Aug, Sep, Oct — outside these months the sailing is generally dependable.

US Virgin Islands averages 17 knots in winter and 13 knots in summer. Hurricane risk: Aug, Sep, Oct.

In terms of sailing difficulty, New England is generally rated easy to moderate and US Virgin Islands is easy. The difference matters: New England asks more of the skipper — confidence at the helm and some experience with coastal navigation helps.

Cost Comparison

For a 7-day charter of a typical 45-ft catamaran (4 cabins, sleeps 8):

New England
  • Low season: $5,200
  • Mid season: $13,500
  • High season: $30,000
  • Luxury / crewed peak: $60,000+
US Virgin Islands
  • Low season: $3,500
  • Mid season: $9,500
  • High season: $19,000
  • Luxury / crewed peak: $36,000+

Bareboat base rates. Crewed typically adds ~$1,500/day (captain + hostess). Prices exclude fuel, provisioning, mooring fees, gratuity.

Anchorages & Must-Do

New England
  • Martha's Vineyard & Nantucket — Iconic New England harbours - Edgartown and Nantucket Town on the mooring field
  • Newport & Narragansett Bay — Gilded-Age mansions, America's Cup history and the best cruising chandlery in the NE
  • Penobscot Bay, Maine — Granite islands, lobster harbours and Camden Hills - the cruising classic
US Virgin Islands
  • Buck Island (St Thomas) — Underwater snorkel trail; reef fish
  • Magens Bay (St Thomas) — Often named one of the world's most beautiful beaches
  • Caneel Bay / Honeymoon Beach (St John) — Crystal clear water; snorkeling
  • The Baths (drive-up alternative) — BVI side easily accessible by ferry
  • Christiansted, St Croix — Danish colonial architecture

Which Should You Choose?

If you've never chartered before

Choose US Virgin Islands. Charter fleets are abundant, marina staff speak English, checkout sails are standard.

If you want warmer / tropical water

Choose US Virgin Islands. Warmer water year-round (often 75–85°F), palm-fringed anchorages.

If you want history / culture / food

New England has 0 cultural anchorages vs US Virgin Islands's 1. Pick by what kind of stop you want between swims.

Captain's Take

"New England's season is short and worth planning around. July-September is the sweet spot, but each month has its own character: July is warmest, August brings the whale-watching off Stellwagen Bank, September has the best breeze and the emptiest harbours after Labor Day. Fog is the real hazard on the Maine coast - if you see it building, tuck into a harbour early; it rarely clears before noon."

— Captain E. (2Hulls editorial charter captain), local captain · year_round note · verified 2026-09-09

"If you only have 7 days and want both sides, base yourself in St Thomas (USVI) and day-sail to BVI. The USVI has easier entry (US citizens no passport needed) and reliable provisioning in Red Hook or Yacht Haven. The BVI has better-protected anchorages, smaller distances between islands, and the iconic spots (Baths, Norman Island). Most of our guests do 3-4 days USVI + 3-4 days BVI; this works well from Christmas to April when seas are calm."

— Captain L. (USVI-based), local captain · winter note · verified 2026-09-01

Timing and Budget: New England vs US Virgin Islands

Frequently Asked Questions

Is New England or US Virgin Islands better for a first-time charter? ▾
US Virgin Islands is the safer first-charter choice — sailing is easy and beginner friendly. New England is better as a second-charter destination: intermediate.
Which is cheaper to charter — New England or US Virgin Islands? ▾
US Virgin Islands is the cheaper of the two at the mid-tier: ~$9,500/week vs ~$13,500/week for New England. Bareboat low-season starts around $3,500 in US Virgin Islands vs $5,200 in New England.
When is the best time to visit New England vs US Virgin Islands? ▾
New England: peak Jul, Aug, Sep; shoulder Jun, Oct; off Nov, Dec, Jan, Feb, Mar, Apr, May. US Virgin Islands: peak Dec, Jan, Feb, Mar, Apr; shoulder Nov, May; off Jun, Jul, Aug, Sep, Oct. The seasons only partially overlap.
How do sailing conditions compare — New England vs US Virgin Islands? ▾
New England: typical winter winds 20 knots, summer 11 knots. Sailing difficulty: easy to moderate. Hurricane risk: Aug, Sep, Oct. US Virgin Islands: typical winter winds 17 knots, summer 13 knots. Sailing difficulty: easy. Hurricane risk: Aug, Sep, Oct.
Which has better flight access — New England or US Virgin Islands? ▾
New England: Boston Logan (BOS), also Providence (PVD) / Hyannis (HYA) for the Cape and Islands. US Virgin Islands: Cyril E. King Airport (STT), St Thomas, also Henry E. Rohlsen (STX), St Croix.
Which is more beginner-friendly, New England or US Virgin Islands? ▾
US Virgin Islands is the more beginner-friendly choice (beginner friendly). New England is geared toward intermediate charterers and you'll want sailing experience to handle its conditions confidently.
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Choose Between New England & US Virgin Islands

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