2Hulls

Destination comparison

Greece vs New England

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

Quick Comparison

Dimension Greece New England
Region Mediterranean US East Coast & Florida
Peak season Jun, Jul, Aug Jul, Aug, Sep
Shoulder May, Sep, Oct Jun, Oct
Sailing difficulty moderate easy to moderate
Recommended level intermediate intermediate
Avg wind (winter / summer) 14 / 12 kn 20 / 11 kn
Hurricane risk None Aug, Sep, Oct
Currency EUR USD
Mid-tier price (7 days) $8,000 $13,500
Luxury tier price $32,000 $60,000
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At a Glance

Mediterranean
Greece

Meltemi (strong NW wind) peaks in July-August; affected areas: Cyclades. Best sailing: late May-June and September. Sail one-way Athens to Mykonos/Santorini possible.

  • • 4 base marinas
  • • 6 must-visit anchorages
  • • 27 boats in our fleet database for this region
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

Sailing Conditions

Greece averages 14 knots in winter and 12 knots in summer. There's no hurricane season, which makes year-round planning easier.

New England averages 20 knots in winter and 11 knots in summer. Hurricane risk: Aug, Sep, Oct.

In terms of sailing difficulty, Greece is generally rated moderate and New England is easy to moderate. The difference matters: Greece 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):

Greece
  • Low season: $3,000
  • Mid season: $8,000
  • High season: $16,000
  • Luxury / crewed peak: $32,000+
New England
  • Low season: $5,200
  • Mid season: $13,500
  • High season: $30,000
  • Luxury / crewed peak: $60,000+

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

Anchorages & Must-Do

Greece
  • Santorini caldera — Iconic cliff villages; sunset at Oia
  • Mykonos — Cosmopolitan nightlife; Little Venice
  • Naxos — Long beaches; Mount Zas hiking; quieter
  • Ios — Party vibe; quiet anchorages
  • Milos — Sarakiniko lunar landscape; sea caves
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

Which Should You Choose?

If you've never chartered before

Both work for first-timers. The default choice for the industry is BVI; choose that unless you have specific reasons to prefer Greece or New England.

If you want warmer / tropical water

Neither is tropical — these are temperate or seasonal grounds (peak water typically 65–75°F). If warm water is the priority, consider a Caribbean or Red Sea charter instead.

If you want history / culture / food

Choose Greece. Mediterranean culture, history, cuisine, wines.

Captain's Take

"The Meltemi wind peaks in July-August with gusts of 30-40 knots, mostly in the central Cyclades (Mykonos-Paros-Naxos corridor). If you're a less experienced crew, base yourself in the Saronic Gulf (Aegina, Hydra, Spetses) or the Ionian (Corfu, Lefkada) — far calmer. For adventurous crews, the Meltemi gives excellent downwind runs from Mykonos to Santorini in just one day. Always have a Plan B harbor within 10nm — Koufonisia and Donoussa are great Meltemi shelters."

— Captain M. (Athens-based charter fleet), local captain · summer note · verified 2026-09-01

"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

Timing and Budget: Greece vs New England

Frequently Asked Questions

Is Greece or New England better for a first-time charter? ▾
Neither is a "first-charter" pick — both lean intermediate. Consider starting in BVI or Greece before tackling Greece/New England.
Which is cheaper to charter — Greece or New England? ▾
Greece is the cheaper of the two at the mid-tier: ~$8,000/week vs ~$13,500/week for New England (mid-size catamaran, shoulder season). Bareboat low-season starts around $3,000 in Greece vs $5,200 in New England.
When is the best time to visit Greece vs New England? ▾
Greece: peak Jun, Jul, Aug; shoulder May, Sep, Oct; off Nov, Dec, Jan, Feb, Mar, Apr. New England: peak Jul, Aug, Sep; shoulder Jun, Oct; off Nov, Dec, Jan, Feb, Mar, Apr, May. Both are Mediterranean-style (peak = Jun–Aug).
How do sailing conditions compare — Greece vs New England? ▾
Greece: typical winter winds 14 knots, summer 12 knots. Sailing difficulty: moderate. No hurricane season. New England: typical winter winds 20 knots, summer 11 knots. Sailing difficulty: easy to moderate. Hurricane risk: Aug, Sep, Oct.
Which has better flight access — Greece or New England? ▾
Greece: Athens (ATH), Mykonos (JMK), Santorini (JTR), also Corfu (CFU), Heraklion (HER), Rhodes (RHO). New England: Boston Logan (BOS), also Providence (PVD) / Hyannis (HYA) for the Cape and Islands.
Which is more beginner-friendly, Greece or New England? ▾
Both are accessible to first-time charterers (intermediate and intermediate respectively). Many charterers combine both on one trip.
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