2Hulls

Destination comparison

Florida vs US Virgin Islands

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

Quick Comparison

Dimension Florida US Virgin Islands
Region US East Coast & Florida Caribbean
Peak season Dec, Jan, Feb, Mar, Apr Dec, Jan, Feb, Mar, Apr
Shoulder May, Nov Nov, May
Sailing difficulty beginner friendly easy
Recommended level beginner beginner friendly
Avg wind (winter / summer) 15 / 9 kn 17 / 13 kn
Hurricane risk Jun, Jul, Aug, Sep, Oct Aug, Sep, Oct
Currency USD USD
Mid-tier price (7 days) $12,000 $9,500
Luxury tier price $55,000 $36,000
Detail page View → View →

At a Glance

US East Coast & Florida
Florida

Florida is the US catamaran gateway: huge fleets, bareboat-friendly checkout, and 300+ days of sun. November-May is the season - 75-80°F, Gulf Stream easterlies and calm Keys water. June-October brings afternoon storms and hurricane risk, but also the lowest prices of the year.

  • • 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

Florida averages 15 knots in winter and 9 knots in summer. Hurricane risk runs Jun, Jul, 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, Florida is generally rated beginner friendly and US Virgin Islands is easy. The difference matters: US Virgin Islands 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):

Florida
  • Low season: $4,800
  • Mid season: $12,000
  • High season: $28,000
  • Luxury / crewed peak: $55,000+
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

Florida
  • Florida Keys Overseas Highway — Key Largo to Key West - 100+ miles of reef-protected, shallow water
  • Dry Tortugas National Park — Fort Jefferson and the clearest water in Florida; a 70 nm passage from Key West
  • Everglades (Flamingo) — Mangrove wilderness and a real offshore feel just an hour from Miami
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

Both work for first-timers. The default choice for the industry is BVI; choose that unless you have specific reasons to prefer Florida or US Virgin Islands.

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

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

Captain's Take

"Fort Lauderdale is the least intimidating place in the world to start a catamaran charter - the Intracoastal gives you a protected shakedown and the Keys give you your first ocean miles in tiny steps. The classic week is down the Keys with an overnight in Key West. Keep an eye on the Gulf Stream: it runs north at 2-4kt and decides every passage you make. Summer afternoons bring building storms; plan to be anchored by 15:00."

— 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: Florida vs US Virgin Islands

Frequently Asked Questions

Is Florida or US Virgin Islands better for a first-time charter? ▾
Both work well for first-timers. Florida has beginner friendly sailing; US Virgin Islands is easy. Most first-timers pick Florida (BVI is the canonical first-charter destination) but US Virgin Islands is also well-supported by checkout sails at the marina.
Which is cheaper to charter — Florida or US Virgin Islands? ▾
US Virgin Islands is the cheaper of the two at the mid-tier: ~$9,500/week vs ~$12,000/week for Florida. Bareboat low-season starts around $3,500 in US Virgin Islands vs $4,800 in Florida.
When is the best time to visit Florida vs US Virgin Islands? ▾
Florida: peak Dec, Jan, Feb, Mar, Apr; shoulder May, Nov; off Jun, Jul, Aug, Sep, Oct. US Virgin Islands: peak Dec, Jan, Feb, Mar, Apr; shoulder Nov, May; off Jun, Jul, Aug, Sep, Oct. Both are Caribbean-style (peak = Dec–Apr).
How do sailing conditions compare — Florida vs US Virgin Islands? ▾
Florida: typical winter winds 15 knots, summer 9 knots. Sailing difficulty: beginner friendly. Hurricane risk: Jun, Jul, 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 — Florida or US Virgin Islands? ▾
Florida: Fort Lauderdale (FLL) / Miami (MIA), also Key West (EYW), Tampa (TPA) for the Gulf. US Virgin Islands: Cyril E. King Airport (STT), St Thomas, also Henry E. Rohlsen (STX), St Croix.
Which is more beginner-friendly, Florida or US Virgin Islands? ▾
Both are accessible to first-time charterers (beginner and beginner friendly respectively). Many charterers combine both on one trip.
Keep Exploring

Choose Between Florida & US Virgin Islands

Tell us your dates and group. We'll recommend the right one — honestly.