How to Get to Hilton Head Island for Weekend Sailing
⚓ Hi Matey, so you know, some of the links in this post are affiliate links. This means we may earn a small commission if you book or buy through…
How to Get to Block Island for Weekend Sailing ⚓🌊
You don’t need years of sailing experience (or a boat of your own) to enjoy a weekend on Block Island. This little slice of New England, just off the Rhode…
How to Get to the San Juan Islands for Weekend Sailing
So, you've been captivated by the allure of sailing the San Juan Islands but don't own a sailboat? No problem! This guide will show you how to get to the…
Sail British Virgin Islands: The Perfect Playground for New Sailors
The idea to sail British Virgin Islands first caught our interest when we asked our sailing instructor in Galveston, Texas about his favorite sailing destination during our lessons. Without hesitation,…
Sail Antigua: The ‘Sailing Capital of the Caribbean’ has 365 Beaches!
At Sight Set on Sailing, we're always diving into research to uncover the best beginner-friendly sailing destinations, and Antigua quickly earned a spot on our bucket list. Often called the…
Sailing San Diego: Great Conditions Year-Round! 🌞
San Diego isn’t just America’s Finest City—it’s a sailor’s paradise. With year-round sunshine, steady breezes, and beginner-friendly waters, Sailing San Diego is perfect for those looking to build confidence on…
Chesapeake Bay Cruising: A Vibrant Sailing Scene in Annapolis
Did you know Annapolis, Maryland, is known as the "Sailing Capital of the U.S."? Every October, it hosts the world's largest in-water all-sailboat show, drawing sailors from across the globe.…
Panama City Beach Sailing: A New Gem on Our Bucket List
Panama City Beach sailing tends to fly under the radar compared to Florida’s more famous sailing hotspots like Key Largo or Key West. But this hidden gem offers plenty—inviting you…
Florida Keys Sailing for Beginners: Laid-Back Marathon Welcomes You
When it comes to Florida Keys sailing, Marathon has all the makings of a dream destination, and we can’t wait to experience it firsthand. While we haven’t had the thrill…
Florida Keys Sailing: Beginner-Friendly & Inviting Key Largo
When it comes to beginner-friendly sailing, Key Largo has all the charm and ease of a perfect first mate—it’s reliable, welcoming, and unlikely to toss you into a storm (literally).…