# Event Details - **Event Name**: Wind and Wine Music Sail with Caleb - **Event Start and End Date**: Sat, 05 Sep, 2026 at 06:30 pm – Sat, 05 Sep, 2026 at 08:30 pm (-04:00) - **Event Description**: 🍷⛵ Wind & Wine Music Sail with Caleb Hogan 📅 Saturday, September 5, 2026 ⏰ 6:30–8:30 PM 📍 Danger Charters · 255 Front St, Key West Set sail into the evening aboard a historic Key West schooner for one of the most refined—and relaxed—experiences on the water. Consistently ranked among the best sunset sails in North America, Danger’s Wind & Wine experience offers a quieter, more elevated way to take in the island. Under full sail and open sky, you’ll drift through the backcountry enjoying a curated selection of fine wines from around the world, complemented by upscale beers and a generous spread of hors d’oeuvres. This isn’t a party cruise—it’s something more intentional. A chance to slow down, take in the breeze, and enjoy the company around you as the light fades. Adding to the experience, special guest Caleb Hogan—star of A Pirate Looks Back—joins the sail with a live, stripped-down performance. Known for bringing the early Key West years to life through music and storytelling, Caleb adds a personal, intimate layer that fits perfectly with the setting. As the sails fill and the sun dips below the horizon, this is the kind of evening that doesn’t need much else—just good wine, good music, and the feeling of being exactly where you’re supposed to be. 📝 Need to Know — Departs from the Historic Seaport (exact check-in details provided upon booking) — Boarding begins prior to 6:30 PM departure — Approximately 2-hour sunset sail aboard a historic schooner — Fine wines, beer, and hors d’oeuvres included — Intimate, relaxed atmosphere (not a party cruise) — Live acoustic performance by Caleb Hogan — Comfortable, casual attire recommended; dress for the breeze on the water — Must be 21+ to consume alcohol ⚠️ Limited capacity—advance booking recommended. 🌴 All are welcome · Come as you are · Be part of the story “Aʟʟ ᴇᴠᴇɴᴛs ɴᴏᴛ ᴀꜰꜰɪʟɪᴀᴛᴇᴅ ᴡɪᴛʜ ᴏʀ ᴇɴᴅᴏʀsᴇᴅ ʙʏ Jɪᴍᴍʏ Bᴜꜰꜰᴇᴛᴛ’s Esᴛᴀᴛᴇ ᴏʀ Mᴀʀɢᴀʀɪᴛᴀᴠɪʟʟᴇ Eɴᴛᴇʀᴘʀɪꜱᴇ” - **Event URL**: https://allevents.in/key-west/wind-and-wine-music-sail-with-caleb/200030466296737 - **Event Categories**: parties, entertainment, storytelling - **Interested Audience**: - total_interested_count: 19 ## Ticket Details ## Event venue details - **city**: Key West - **state**: FL - **country**: United States - **location**: 255 Front St, Key West, FL 33040-8371, United States - **lat**: 24.55804 - **long**: -81.80726 - **full address**: 255 Front St, Key West, FL 33040-8371, United States ## Event gallery - **Alt text**: Wind and Wine Music Sail with Caleb - **Image URL**: https://cdn-az.allevents.in/events1/banners/6bebb1bc15b47c2216a7719bcde258b0d1fcdaa0e5270ad6dd03c8d72ac15fe2-rimg-w1200-h629-dc080808-gmir?v=1786840146 ## FAQs - **Q**: When and where is Wind and Wine Music Sail with Caleb being held? - **A:** Wind and Wine Music Sail with Caleb takes place on Sat, 05 Sep, 2026 at 06:30 pm to Sat, 05 Sep, 2026 at 08:30 pm at 255 Front St, Key West, FL 33040-8371, United States. - **Q**: Who is organizing Wind and Wine Music Sail with Caleb? - **A:** Wind and Wine Music Sail with Caleb is organized by Just A Few Friends Key West. - **Q**: What has been the experience of attendees at Just A Few Friends Key West's events? - **A:** Attendees have given Just A Few Friends Key West a rating of 5/5 based on reviews from early attendees on AllEvents. Just A Few Friends Key West has a verified profile on AllEvents where you can read reviews and explore their upcoming events. - **Q**: Who is this event for? Is it right for me? - **A:** Wind and Wine Music Sail with Caleb is ideal for music lovers, fans of all genres, and anyone who wants to celebrate the power of music - from intimate gigs and live sessions to festivals and cultural performances. Whether you're a first-time attendee or a longtime enthusiast in Key West, this event is thoughtfully curated to deliver a standout experience worth every moment. If Wind and Wine Music Sail with Caleb sounds like your kind of event, don't wait - spots fill up fast. ## Structured Data (JSON-LD) ```json [ { "@context": "https://schema.org", "@type": "MusicEvent", "name": "Wind and Wine Music Sail with Caleb", "image": "https://cdn-az.allevents.in/events1/banners/6bebb1bc15b47c2216a7719bcde258b0d1fcdaa0e5270ad6dd03c8d72ac15fe2-rimg-w1200-h629-dc080808-gmir?v=1786840146", "startDate": "2026-09-05T18:30:00-04:00", "endDate": "2026-09-05T20:30:00-04:00", "url": "https://allevents.in/key-west/wind-and-wine-music-sail-with-caleb/200030466296737", "eventStatus": "https://schema.org/EventScheduled", "location": { "@type": "Place", "name": "255 Front St, Key West, FL 33040-8371, United States", "address": { "@type": "PostalAddress", "streetAddress": "255 Front St, Key West, FL 33040-8371, United States", "addressLocality": "Key West", "addressRegion": "FL", "addressCountry": "US" }, "geo": { "@type": "GeoCoordinates", "latitude": "24.55804", "longitude": "-81.80726" } }, "eventAttendanceMode": "https://schema.org/OfflineEventAttendanceMode", "description": "🍷⛵ Wind & Wine Music Sail with Caleb Hogan\n\n📅 Saturday, September 5, 2026\n⏰ 6:30–8:30 PM\n📍 Danger Charters · 255 Front St, Key West\n\nSet sail into the evening aboard a historic Key West schooner for one of the most refined—and relaxed—experiences on the water.\n\nConsistently ranked among the best sun", "organizer": [ { "@type": "Organization", "name": "Just A Few Friends Key West", "url": "https://allevents.in/org/just-a-few-friends-key-west/23649708", "description": "New annual celebration in Key West celebrating the legacy if Jimmy Buffett with events, a second line memorial parade, music and a few friends." } ] } ] ```