Alton Bay · Gilford · Wolfeboro · Meredith
Your private chartered boat ride on Lake Winnipesaukee
Relaxed, captained boat rides and private charters on New Hampshire’s biggest lake — booked around your day, with pickup and drop-off near your rental. No boat to rent, no plans to make. Just step aboard Gray Ghost Charters.
Bring the dog
Pet-friendly rides so the whole family comes aboard — including the four-legged ones who love the lake.
We come to you
Convenient pickup and drop-off at any public dock, or your own, near wherever you’re staying today.
On your schedule
Morning cruise, afternoon swim stop, or sunset ride — we build the whole trip around your day.
A real local
Captained by someone who knows Winni’s quiet coves, scenic landmarks, and the best spots to anchor.
About Gray Ghost Charters
Boat rides and private charters run by a local who loves this lake
Gray Ghost Charters is a small, personal operation on Lake Winnipesaukee. There’s no call center and no rigid package menu, just a relaxed, captained ride shaped around what you and your group want to do that day.
Whether you’re staying at a rental and want to see the lake without renting a boat yourself, planning something special for visiting family, or looking for an easy way to get out on the water, we make it simple. You tell us the day, the group, and the vibe. We handle the rest.
Chris & Lisa Holiday
Owner & Captain
Ways to get on the water
Choose your kind of boat ride adventure
Every trip is private, just your group and the captain. Pick the experience that fits, or tell us what you have in mind.
Private Charters
A boat and captain for the afternoon — cruise, swim, sightsee, or simply relax on the water.
Sunset Cruises
Glide out as the lake turns gold — easily the most photogenic and relaxing hour on Winnipesaukee.
Family Boat Rides
Easy, comfortable rides for kids, grandparents, and everyone in between, with a swim stop on request.
Events & Groups
Birthdays, bachelor & bachelorette parties, corporate outings, painting parties, and reunions — just tell us the occasion.
Signature cruises
Cruises worth planning a trip around
Signature experiences built around the best of Winnipesaukee. Book one as-is, or mix and match into your own day on the water.
$250/hour · 2, 4, 6 & 8-hour trips · Up to 10 guests · BYOB welcome
Sandbar Social Cigar Cruise
Anchor at the sandbar for a laid-back social cruise with cigars from Winnipesaukee Trading & Cigar Co.
Island Picnic Adventure
Cruise to a quiet island or cove and settle in for a relaxed picnic on the water.
Dock & Dine
We drop you at a lakeside restaurant town for a great meal, then cruise you back home.
Coffee & Donuts Cruise
An easy morning ride with coffee and donuts from a favorite local spot right on the water.
Brunch Cruise
A relaxed late-morning cruise paired with brunch from one of our favorite spots on the lake.
Full-Day Winnipesaukee Escape
Eight hours to see it all — sandbars, quiet coves, lakeside towns, and the sunset ride home.
Also perfect for engagement photo sessions, girls’ days, guys’ getaways, family reunions, retirement celebrations, bachelor & bachelorette parties, corporate outings, and BYOB painting parties. Dedicated pages for each are on the way.
Why BOOK WITH Gray Ghost CHARTERS
The easygoing way to see the lake
1
Flexible by design
No fixed routes or scripted tours. We shape the ride around your group, your timing, and the weather that day.
2
Local knowledge
The quiet coves, the scenic landmarks, the best swim spots, you’re riding with someone who actually knows Winni.
3
Personal service
You talk to the captain, not a booking desk. It’s a small operation, and that’s exactly the point.
Who it’s for
Made for your time on Lake Winnipesaukee
Rental guests
Staying at an Airbnb, VRBO, or lake house? Enjoy the water without renting a boat yourself.
Families
A safe, comfortable ride for every age, from little kids to grandparents, with zero planning stress.
Locals & guests
Showing visitors around, or just want an easy cruise? We handle casual days and big celebrations alike.
Small groups
Birthdays, celebrations, and get-togethers that are better out on the water — just tell us the occasion.
Where we ride
Serving Lake Winnipesaukee
Pickup and drop-off at any public dock — Alton, Gilford, Wolfeboro, Meredith, Center Harbor, and Melvin Village — or your own private dock. We ride all across the lake, from Alton Bay up to Wolfeboro, Weirs Beach, and Meredith.
On the water
A few moments from Lake Winnipesaukee
Guest reviews
What our charter boat guests say
★★★★★
“Easiest part of our whole vacation. Chris picked us up right at the dock and showed us spots we’d never have found.”
— Sample review · replace at launch
★★★★★
“Brought the kids and the dog. Relaxed, friendly, and the sunset was unreal. Already planning the next one.”
— Sample review · replace at launch
★★★★★
“Booked a birthday cruise for the family. Flexible, easy to work with, and a beautiful afternoon on Winni.”
— Sample review · replace at launch
Placeholder reviews shown for layout. Swap in real Google reviews as they come in — they build trust faster than anything else.
Local partners
In good company around the lake
We team up with — and love — these local Winnipesaukee businesses. Give them a look next time you’re around the lake.
Frequently asked questions
Book a ride
Request your day on the lake
Send your details, and we’ll get back to you to confirm. No payment is needed to ask; this just starts the conversation.
(603) 767-1637
Lake Winnipesaukee · Alton, Gilford, Wolfeboro, Meredith, Center Harbor & Melvin Village