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Sailboats for Sale

Which Yacht?$18,500 - $340,000,000  •  Length
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New

Lagoon 42 2017
$459,000
Pre-Owned
Key West, Florida
Sail Drive
41.99 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Seawind Catamarans 1260 2025
$525,000
New
Ho Chi Minh City, VN
Inboard
41 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Vision Yachts 444 ES 2026
$975,000
New
Knysna, ZA
Sail Drive
44.38 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Seawind Catamarans 1600 Passagemaker 2025
Contact for Pricing
New
Edgewater, Maryland
Inboard
52.7 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Seawind Catamarans 1170 2025
Contact for Pricing
New
Edgewater, Maryland
Sail Drive
39.25 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Seawind Catamarans 1370 2025
Contact for Pricing
New
Edgewater, Maryland
Sail Drive
45 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Seawind Catamarans 1160XL 2025
Contact for Pricing
New
Edgewater, Maryland
Outboard
38.8 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Seawind Catamarans 1160 Lite 2019
$440,000
Pre-Owned
Palmetto, Florida
Inboard
38 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Seawind Catamarans 1260 2025
$555,000
New
Ho Chi Minh City, VN
Inboard
41 ft
+1
Connection Sail Away Catamarans
Sail Away Catamarans
Beneteau Oceanis 35 2016
$149,000
Pre-Owned
Charlevoix, Michigan
Inboard
34.25 ft
+1
Connection Irish Boat Shop
Irish Boat Shop
Hallberg-Rassy Rasmus 35 1976
$49,900
Pre-Owned
Harbor Springs, Michigan
Inboard
34.5 ft
Connection Irish Boat Shop
Irish Boat Shop
Y Yachts Y7 2022
$2,900,000
Pre-Owned
Westbrook, Connecticut
Sail Drive
71.69 ft
Connection Tripp Design
Tripp Design
Lagoon 620 2019
$1,999,999
Pre-Owned
Ventura, California
Inboard
62 ft
+1
Connection Denison Yachting
Denison Yachting
Jeanneau 65 2024
$1,733,000
New
Newport, Rhode Island
Inboard
67.09 ft
+1
Connection Bluenose Yacht Sales
Bluenose Yacht Sales
Fountaine Pajot Saba 50 2018
$845,000
Pre-Owned
Fort Lauderdale, Florida
Inboard
49.14 ft
+1
Connection JFA Yacht & Ship
JFA Yacht & Ship
layout sider

Sailboats for Sale – Explore the World by Wind

Looking for sailboats for sale? Whether you're chasing the horizon on a solo circumnavigation or dreaming of coastal cruising with your family, YachtWay connects you to the best new and used sailboats on the market. From sleek racer-cruisers to bluewater liveaboards, our curated listings are hand-selected by the industry's top brokers to ensure you're only seeing serious vessels ready for your next adventure.

Discover the power of wind, freedom, and simplicity — the timeless magic of sailing awaits.

Sailboats for Sale – What You'll Find on YachtWay

YachtWay offers a wide variety of sailboats to suit every lifestyle, experience level, and dream destination:

  • Cruising sailboats, performance racers, catamarans, pilot saloons, and daysailers
  • Sizes range from 30 to 80+ feet, including both monohulls and multihulls
  • Configurations include aft and center cockpits, deck saloons, and cutter or ketch rigs
  • Bluewater-capable boats built for ocean passages, plus coastal cruisers and weekenders
  • Top brands include Beneteau, Jeanneau, Catalina, Hallberg-Rassy, Oyster, Hanse, Dufour, and Amel

Whether you're upgrading, downsizing, or stepping aboard for the first time, we help you find a vessel that fits your vision.

Sailboat Prices – What to Expect

Sailboats come in a wide range of sizes and outfitting levels, which creates options for every type of buyer:

  • Entry-Level Cruising Boats (30–40 ft): Starting at $40,000–$150,000, ideal for coastal cruising or learning the ropes
  • Mid-Size Bluewater Cruisers (40–50 ft): Ranging from $150,000–$500,000, often with solar, watermakers, and full liveaboard systems
  • Luxury & Custom Sailboats (50+ ft): Priced between $500,000 and $2.5 million, built for serious passage-making and onboard comfort
  • Performance Racers & Deck Saloons: Highly variable based on brand, hull material, and electronics packages
  • Average Price: Most brokerage sailboats on the market today fall between $100,000 and $350,000

With YachtWay, you can filter by size, price, rig type, and hull material — giving you the clarity to act fast on the right vessel.

Why Buy a Sailboat with YachtWay?

Sailing isn't just a way to travel — it's a way of life. YachtWay makes it easier to find, finance, and own the right sailboat for your goals:

  • Access to verified global listings, from the U.S. and Caribbean to Europe and beyond
  • Private platform with no data selling or cold calls — browse confidently, connect when ready
  • Insight into offshore gear, maintenance records, and upgrades for bluewater boats
  • Broker connections who specialize in liveaboard, ocean-crossing, or charter-capable sailboats
  • Support with surveys, haul-outs, delivery, and registration

Whether you're buying for coastal weekends, regatta racing, or a life on the open sea, we help you set sail the right way.

Explore Sailboats for Sale Today

At YachtWay, we bring you closer to the sea — and to the kind of life only sailing can offer. Browse sailboats for sale across every major brand, hull style, and location. Compare features, connect with experts, and start your journey.