Miami Sailboat Charters, Rentals & Classes

Sailboats use wind power for a quieter, more relaxed experience on Biscayne Bay; motor yachts cruise faster and fit larger groups. Sailboats are usually more budget‑friendly per hour and perfect for sightseeing, sunset sails, and hands‑on sailing.

Both exist. A bareboat charter means you hire the vessel and select your own licensed captain from an approved roster; the owner cannot assign them. Many guests choose captain‑included for ease and local knowledge.

Typical all‑in sailboat rates (Biscayne Bay):

• 30–35ft sloops: $500–$900 (3–4h) · $900–$1,400 (6–8h)
• 36–45ft: $700–$1,200 (3–4h) · $1,200–$1,900 (6–8h)

We quote All Fees Included totals (tax, fuel/engine time, dock). Only tip is separate. Weekdays and off‑peak months price best.

November–April brings steadier tradewinds and cooler temps. Sunset slots are popular year‑round, with lighter breezes in summer and thermal winds late afternoon.

Typical itineraries: Biscayne Bay city skyline loop, Key Biscayne lighthouse views, Stiltsville flats, and Virginia Key coves. Weather, tide, and wind set the plan on the day.

Yes, many sailboats anchor at protected Biscayne Bay sandbars for a swim break when wind and depth cooperate. Expect a chill vibe compared to party powerboats.

Most private sailboat charters are limited to 12 guests. For 13+ passengers, you’ll need a USCG‑inspected passenger vessel or a two‑boat raft‑up.

Non‑spray sunscreen, hat, light layers, soft‑soled shoes, towel, ID, and any BYOB snacks/drinks (most boats provide cooler & ice). Pack in soft bags; hard coolers are bulky on deck.

Biscayne Bay is protected water with calmer chop than open ocean. If you’re motion‑sensitive, choose shorter bay loops, eat light, and consider non‑drowsy remedies.

If conditions are unsafe, your captain will reschedule or credit per our fair‑weather policy. Light rain sails often proceed; strong storms or high winds may delay or reroute.

Most sunset sails run 2–3 hours with captain, soft drinks/water, Bluetooth audio, and a skyline cruise timed for golden hour through twilight.