On the water
Sailing
An afternoon on the water with a skipper who knows the boat. Help with the lines or just enjoy it.
- 2 to 8 people
- Host sets the price
- Low-key
- Weather matters
- Levels
- Know the risks
How a good one runs
What a good sailing plan looks like
There is a launch spot and a time, rentals are booked ahead, everyone can swim, and there is a weather call before anyone drives. Somebody who knows the ropes takes a few minutes to get newcomers going. Most plans land between 2 and 8 people: enough energy, still easy to learn names.
Tip for your first one: wear sunscreen, bring water and say so if you are new. Someone will show you the basics before you push off.
Good to know
Sailing on Kept Plans
- Typical group
- 2 to 8 people
- To join
- Your share of any costs, or the RSVP the host sets on a free plan. Hosts pick their own price. No refunds for cancelling or not coming.
- What to bring
- Soft soled shoes, a layer and sunscreen.
- Weather
- Matters. If the host calls it for weather, nobody is charged.
- Age
- 18 and over, like everything on Kept Plans. Hosts can also set an age range, like 25 to 35.
- Levels
- Hosts set one: all levels, beginner friendly, intermediate or advanced.
- Where
- Public places, or a host's home once they have run three plans in public.
- Vibe
- Low-key
- Costs
- Split evenly: fuel, parking, a rental. No host fee for the ride.
- Risks
- Boats have moving parts and open water. Wear a life jacket and follow the skipper.
Sailing in New York
No sailing plans on the board yet.
Plans show up here as hosts post them. Book the rental or the boat, post the split cost and the meeting spot, and make the weather call early.
Sailing questions
Do I need to be good at sailing?
No. Hosts label every sailing plan with a level: all levels, beginner friendly, intermediate or advanced. Pick the one that matches you today. If you are unsure, beginner friendly is always a safe first plan.
What does it cost to join?
Your share of the plan’s costs, like a court or a table, split evenly and paid up front. On a free plan, the RSVP the host set. It is charged when the plan happens and is not refunded for cancelling or not coming, so everyone who says yes actually goes. If the plan does not happen, you are not charged.
What happens if the weather turns?
The host makes the call. If they cancel for weather, the plan closes and nobody is charged. You do not need to do anything.
What are the risks?
Boats have moving parts and open water. Wear a life jacket and follow the skipper. Before you join a sailing plan, the app shows the main risks and asks you to confirm you understand them. If you are unsure whether it is right for you today, pick a different plan.
Does the host charge for the ride?
No. When a plan happens on a boat or someone drives the group, the host can only split real costs, like fuel, parking, tolls or a rental. There is no host fee for the ride itself.
Love sailing? Host it.
Book the rental or the boat, post the split cost and the meeting spot, and make the weather call early. You pick the price: split the costs, set an RSVP, or both.
More on the water
- PaddleboardingStand up, fall in, try again. Calm water, a slow paddle and a swim at the end.
- FishingEarly lines in the water, a cooler and a lot of good talk while you wait for a bite.
- Boat dayRent a boat, anchor at the sandbar, swim, float, repeat. Splitting the cost keeps it cheap.
- SnorkelingClear water, a buddy system and a lot of fish. Easy for first timers who can swim.
- River tubingFloat a lazy river for a few hours. The current does the work and the group does the talking.