Sailing
8 great new sailboats worth watching in 2026
Boat shows keep pushing sailboat design forward, and the 2026 lineup blends fast monohulls, spacious cruising cats, and one clever trimaran. Here's what's landing on US shores, what each one costs, and how owners are offsetting the price by chartering.
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Sailing NYC: your guide to charters and harbor tours
New York looks different from the water. Under sail, the skyline slides past the Statue of Liberty and the Brooklyn Bridge at a pace that lets you actually take it in. Here's how to book a sailing charter, what it costs, and what you'll see along the way.
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Annapolis sailing charter guide: everything to know before you go
Annapolis earned its nickname as America's Sailing Capital for good reason, and chartering is the easiest way to get out on the Chesapeake without owning a boat. This guide walks you through why the Bay sails so well, what a charter costs, and how to book one that fits your skill level.
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How to Sail: A 20-Year Expert Shares How to Begin
For veteran sailor and Captain Jim, sailing isn’t just a skill—it’s a lifelong passion that began with a childhood experiment involving an inflatable raft, two oars, and a beach towel. [...]
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Sailing in San Francisco Bay Guide
It doesn’t get much better for diehard sailors than San Francisco Bay where the winds are almost always steady, and the water is (mostly) protected. Whether your next sailing expedition [...]
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15 Best Sailboat Brands
When choosing a sailboat, the brand can make a big difference in quality, performance, and resale value. But picking the “best sailboat brand” means swimming through a lot of different [...]
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Ding, Ding, Ding: Small Catamarans vs. Pontoon Boats
Both small power catamarans and pontoon boats are often called multihulls, but, depending on the day on the water you have planned for yourself, one will ultimately be better than [...]
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What to Pack for a Sailing Trip
Packing the right gear and clothing for a sailing trip can make the difference between a great and miserable outing. Believe it or not, not all sailing is created equal. [...]
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Sailing Explained: How to Sail Against the Wind
Sailing is a beautiful and majestic sport. It’s pretty clear how a boat sails downwind with the breeze pushing against the sails, but have you ever wondered: how do you [...]
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Beaufort Scale Explained: Understanding the Wind for Sailing
The Beaufort Wind Scale is a measure of wind speed and accompanying sea state. It is an internationally recognized standardized model created by Irishman Francis Beaufort in 1806, who went [...]
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How to Build a Budget to Buy a Sailboat
Budgeting is key to financial soundness. It should come as no surprise when buying a new or used sailboat that setting a budget for yourself is the way to go! [...]
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Retiring on a Sailboat: 5 Tips & Best Boat Types
So you’ve reached the golden age of retirement— congrats! And you’re considering retiring on a sailboat? Smart move. It can be a rewarding experience, but before you pack up your [...]
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