Fall on Biscayne Bay
Cooler air, calmer water, softer light and far smaller crowds. Locals will tell you fall is the best time of year to be out on Biscayne Bay — and this season we have added something new after dark.
Sailing this fall
Every one of these is running through the fall season. Shared departures are per person, private charters are the whole boat and your own schedule.
True Crime & Dark History Cruise
Two guided hours through Miami’s darkest true stories — mob-era Miami Beach, Prohibition rum-running, the cocaine cowboys and the cases that were never closed. Sails in daylight and after dark.
Halloween Costume Cruise
Costumes on, music up, Biscayne Bay at night. Our one-night-a-year party on the water, and it books out early every October.
Sunset & Night Cruise
The skyline going gold, then lighting up. Two hours, onboard bar, and the best photographs you will take in Miami.
Raccoon Island & Celebrity Homes
Cruise past Star, Hibiscus and Palm Island mansions, then out to Raccoon Island. Fall water temperatures are perfect for the swim stop.
Sandbar & Raccoon Island
Anchor up on the sandbar, stand in waist-deep water, music on, drinks from the bar. The classic Miami bay day.
Karaoke Party Cruise
A real karaoke setup on the water. Terrible singing encouraged. One of the best value nights out on the bay.
Architecture, Design & History Cruise
A guided tour of the waterfront that actually explains what you are looking at — mansions, monuments and the Downtown skyline.
Holiday Season Charters
Company parties, family get-togethers and New Year’s Eve on the water. December dates go first — we start taking them now.
Back in spring
A few of our shared departures take a winter break and return in spring. Everything listed above is sailing right through the fall, and private charters run all year — whatever the calendar says.
Shared departures on a winter break
Some shared trips pause once the season turns and come back in spring. If there is one you have your eye on, tell us and we will let you know the day it goes back on sale — before it is listed publicly.
Private charters run all year
Your own boat, your own guest list, your own start time — every week of the year, weather permitting. Birthdays, company parties, proposals, holidays and everything in between.
Always cheapest when you book direct
Book on our own site and you pay less than on any resale platform. Use the code below at checkout.
10% off your booking — shared departures and private charters.
Good to know about fall
Is the weather good for boating in the fall?
It is the sweet spot. The humidity drops, the breeze picks up, and the bay is usually calmer than in mid-summer. Water temperatures stay warm well into November, so swim stops are still very much on.
Is it less busy than summer?
Noticeably. Shared departures have more room, the sandbar is quieter, and private charter dates are much easier to get — with the exception of Halloween, Thanksgiving weekend and all of December, which book out early.
What should I bring?
Sunscreen and sunglasses for daytime sailings, and a light layer for anything after sunset — it gets cooler on the water than it feels on land. Valid ID if you plan to drink, and a towel and swimwear for sandbar and island trips.
How does gratuity work?
A $10 per person crew gratuity is how our captains and guides are thanked, and it is settled at the end of your cruise. Cash is preferred, and card is accepted. If your crew went above and beyond, they will not turn down more.
Can we book a whole boat instead?
Yes, and it is what we are best known for. Private charters are available all year with your own start time, route and guest list, and our in-house event planners can arrange charcuterie boards, drink packages and decor. Request a quote.
What happens if the weather turns?
Safety comes first. If a trip cannot sail we will move you to another date or refund you — see our weather policy for the detail.
Come see Miami in its best season
Shared departures from $49 per person, or take the whole boat and make it yours.
