Paul Todd

Boy, what a goooood day to rip around the bay! Hope you were bundled up out there 🥶 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

My dream date. Cute. 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

Year 3️⃣ for the Harbor 20 Class at the Helly Hansen Sailing World Regatta Series. The fleet joined the crowd to add more multi-day racing to their calendar, and after hitting the class wind limit today, maybe they’ll stick around for three days next year 😉 Pencil it in → Harbor 20 Nationals are headed to Annapolis next year! Bell & Holly hope to see you there, traveling from near and far 🛩️ 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

Caught up with @americanmagicteam Sailor Lucas Calabrese before Day 2, 33 J/70 teams are going head-to-head and Wild Card’s on fire 🔥 Check back in later for the final results. 🎥 @outsideimages 📸 @waltercooperphoto @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

A peaceful morning at the @aycracing Sailing Center… Spotted a cozy @hellyhansensailing @teamonenewport sweatshirt that’s calling my name after a chilly race day on the water 👀😌🫂 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

Final day here in Annapolis—soak it all in. Racing wraps up today, so bring your A-game 🏆 Quantum coaches Dave, Carter, and Ethan will be out on the water with live, eyes-on coaching for the final races. Hail them on VHF 74. No warning signal after 3:00 PM, so make every minute count 💪 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

⚠️ CAUTION: WASZPS BUZZING AROUND ANNAPOLIS For the third consecutive year, the WASZP Class returns to the Helly Hansen Sailing World Regatta Series. Annapolis local and Waszp sailor Daniel Draper is one to watch. “I think it’s probably the coolest sailing class at any given event, or anywhere you go,” Draper said, noting how “it’s a really interesting boat to look at for people who don’t know what sailing is, and people who are into sailing still have tons of questions.” What makes the Waszp so special? For Draper, it comes down to the speed: “I really love how you can get up to 22-25 knots on any average day, and that’s a really cool thing you just can’t do in other sailing classes.” Last weekend, Draper won the Region 4 Qualifier, one of the most competitive qualifiers in the country, and advanced to the National Championships. Coming off this win and heading into a competitive weekend, Draper is “Prioritizing sleep more, we’re going to be out for longer days — more important racing, so more more physical conditions” Keep up with the hive this weekend 🐝 → linktr.ee/sailingworldregattas And watch out for the Inaugural National Championship, held May 30–31, 2026, at Toms River Yacht Club—featuring the top 12 high school and top 12 college athletes. 🎥 @outsideimages 📸 @waltercooperphoto @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

Professional sport? Cat 😼 Hobby? Sailing 🤙 That noise offshore? Not a feline invasion, it’s Viper 640 USA 294 “Meow!” having a having a purr-ty great day😸 “𝙏𝙝𝙚 𝙥𝙚𝙤𝙥𝙡𝙚… 𝙜𝙤𝙤𝙙 𝙫𝙞𝙗𝙚𝙨 𝙛𝙞𝙧𝙨𝙩. 𝙏𝙝𝙖𝙩’𝙨 𝙖𝙡𝙬𝙖𝙮𝙨 𝙣𝙪𝙢𝙗𝙚𝙧 𝙤𝙣𝙚. 𝙄 𝙙𝙤𝙣’𝙩 𝙘𝙖𝙧𝙚 𝙞𝙛 𝙬𝙚’𝙧𝙚 𝙡𝙖𝙨𝙩 𝙤𝙧 𝙛𝙞𝙧𝙨𝙩, 𝙮𝙤𝙪 𝙝𝙖𝙫𝙚 𝙩𝙤 𝙝𝙖𝙫𝙚 𝙜𝙤𝙤𝙙 𝙛𝙡𝙤𝙬 𝙞𝙣 𝙩𝙝𝙚 𝙗𝙤𝙖𝙩 𝙬𝙞𝙩𝙝 𝙩𝙝𝙚 𝙘𝙧𝙚𝙬 𝙖𝙣𝙙 𝙩𝙝𝙚 𝙩𝙚𝙖𝙢, 𝙖𝙣𝙙 𝙞𝙩’𝙨 𝙖𝙡𝙡 𝙖𝙗𝙤𝙪𝙩 𝙖𝙘𝙝𝙞𝙚𝙫𝙞𝙣𝙜 𝙖 𝙛𝙡𝙤𝙬 𝙨𝙩𝙖𝙩𝙚 𝙤𝙣 𝙩𝙝𝙚 𝙬𝙖𝙩𝙚𝙧. And that’s like being with the top boats in the regatta, being competitive at the top of the class, and engaging in flow state while racing. That’s what it’s all about. And even if you don’t find that, which happens to many of us on frustrating days, we come in here — this fleet is the most welcoming group I’ve come across, but there are great fleets everywhere. I love all the fleets of sailing, to be honest, and 𝙩𝙝𝙚 𝙑𝙞𝙥𝙚𝙧 𝙘𝙡𝙖𝙨𝙨 𝙞𝙣 𝙥𝙖𝙧𝙩𝙞𝙘𝙪𝙡𝙖𝙧 𝙞𝙨 𝙞𝙩𝙨 𝙤𝙬𝙣 𝙗𝙖𝙣𝙙 𝙤𝙛 𝙢𝙞𝙨𝙛𝙞𝙩𝙨 𝙩𝙝𝙖𝙩 𝙄 𝙡𝙤𝙫𝙚.” “I’m a cat man. I’ve had many cats in my life. I love them. I’m honest to goodness about that” Cole Constantineau, Meow! 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5 #Meow #Meow4Life

@mountgayrum HALLELUJAH ⭐️ @hellyhansensailing HALLELUJAH 🙌 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5 #bieberchella #everythinghallelujah @lilbieber

Tack by tack. Decision by decision. Get fired up🔥 There’s plenty of racing ahead of us in Annapolis, and a rowdy Day 3 coming up! What are you waiting for? #RaceWithUs in Detroit, Chicago, and Marblehead 👉 See you there 🙌 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

WAKE UP, ANNAPOLIS 🌤️ The 2026 Helly Hansen Sailing World Regatta Series is here. See you on the water and around the club—let’s get the weekend started! Results, photos, updates & more → linktr.ee/sailingworldregattas 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5

The calm before the party… Annapolis is filling up for stop two of the Helly Hansen Sailing World Regatta Series—rich in history, rooted in maritime tradition, and ready for a weekend on the Chesapeake. The docks are quiet for now, but the crowds (and the chaos) are rolling in. 🎥 @outsideimages @sailingworldmag @quantumsails @marlowropes @hellyhansen @hellyhansensailing @mountgayrum @sunsailholidays @teamonenewport @USSailing @jboats @ripebarjuice @aycracing @westmarine @basn__5