Home / Private charter & instruction

By the day, on your boat or ours.

Captain Sarah Linwood books private charter days year-round. Three formats — instruction-by-the-day for owners, family sail experiences, and corporate half-days. Every charter is on a USCG-licensed captain's deck.

Book a private dayRead Captain Sarah's CV
Three private formats

Three ways to book a day with a captain.

Whether you bring your own boat, hire one of ours, or want to put the company on the water for a half-day, the booking process is the same — pick a date, tell us about the day you want, get a captain.
Owner instruction
Owners
Format i.

Instruction by the day, your boat.

You bought the boat. The previous owner walked you through it once. You'd like a USCG captain on board for a day to make sure the systems all work, the docking is clean, and the trip you're planning is realistic. Captain Sarah comes to your slip.

  • Six hours, your slip, your boat
  • Pre-trip walkthrough included
  • One-on-one with the owner & first mate
  • Written debrief with priorities
  • Weekday or weekend
$650 / dayTravel within 30 mi included
Inquire
Family sail
Families
Format ii.

Family sail experience, our boat.

Six hours on the bay. You bring the family, we bring Halyard or Cape Lookout, the lunch, the captain, and the mate. We can teach the kids to drive, anchor in a cove for a swim, and have you back at the dock by 4 p.m. with sunburn and stories.

  • Up to six guests, plus crew
  • Halyard (Catalina 30) or Cape Lookout (PSC 34)
  • Captain Sarah at the helm
  • Lunch & soft drinks included
  • Beach-cove anchor & swim
$1,250 / dayAll inclusive
Inquire
Corporate
Corporate
Format iii.

Corporate half-day, our boat.

Three hours on the bay, often as the back end of an offsite or a client dinner. The team rotates through the helm; we build a friendly afternoon race between the two boats; and we are tied up by 4:30 p.m. for whatever comes next on your calendar.

  • Up to twelve, two boats raced
  • 3-hour afternoon, 1 p.m. – 4:30 p.m.
  • Captain Sarah + Captain Eleanor
  • Catered cheeseboard & beverages
  • Custom team-flag rigged on each boat
$2,800 / eventTwo-boat race format
Inquire
A typical family sail

Nine hours of yours, five months of memory.

Below — the structure of a family-sail day, mid-summer, on Halyard. Most charter days vary by ten or fifteen minutes either way; the swim stop in the cove is the part everyone remembers.

9:30
Boatyard greetingMeet at the boathouse, dockside coffee, walk down to the boat together. Life-jacket sizing.
10:00
Off the dockCaptain Sarah at the helm to leave the slip; once we're in clear water, kids on the wheel.
11:00
Reach across the baySteady reach across to the windward island, sails up, kids and adults trading the wheel.
12:30
Anchor in a coveAnchor the boat in a quiet cove, stop the engine, swim ladder over the stern, lunch on deck.
2:00
Return runPull the anchor, bear off, downwind run home with the wind on the quarter and the kids on the bow.
3:30
Tie up & dockside debriefBack into the slip. Kids hose the boat. Family heads home with sunburns. Nobody is in a hurry.
Pricing at a glance

Three formats, six line items.

FormatHalf-dayFull-dayCaptainBoat
Instruction · your boat$4253 hr · 1 mate$6506 hr · 1 mateCapt. SarahYours
Family sail · our boat$7253 hr · up to 6$1,2506 hr · up to 6, lunchCapt. SarahHalyard / Lookout
Corporate event · our two boats$2,8003 hr · up to 12, race format$4,4006 hr · up to 12, two boats & lunchCapt. Sarah + Capt. EleanorHalyard + Lookout
Sunset sail · our boat$6502 hr · up to 6—Capt. SarahHalyard
Add'l mate / chef+$250per day+$250per day——
Custom multi-day delivery—From $1,400per day, route-dependentCapt. SarahYours

All quotes inclusive of fuel, dockage, and insurance. Multi-day deliveries quoted custom — typical Newport-to-Annapolis run is 4 days, $5,800 all in.

Tell us about the day

A short note, and we'll quote.

Captain Sarah replies to charter inquiries within twenty-four hours. The form below gives her enough to put together a quote and propose two or three workable dates. No charge until the date is held with a deposit.

Booking corporate? Note your headcount, the company, and any food restrictions in the message — we'll route it to Capt. Eleanor for the catering side.