Antigua Sailing Cup, Antigua Yacht Week, Antigua Classic Yacht Regatta - You?
A chance to join in some of the most prestigious races and regattas of the year aboard a wonderful Swan 51 racer-cruiser sailboat. This iconic yacht blends speed, safety, and comfort, making her the perfect home for these events!
Life on board quickly falls into a rewarding rhythm: watch rotations, trimming sails, cooking together, and sharing the excitement of the race community through the camaraderie of your tight-knit crew, and the thrill of racing in the Caribbean.
Join in on one or more of the three events below:
Antigua Racing Cup: an event for racing purists—those who prefer high-energy, coastal racing with a fast-paced schedule and a focus on spirited competition. The event will feature 4 days of exhilarating races in conditions envied by most – balmy temperatures, trade winds, big seas at very short distances from shore.
7th – 12th April 2026
Price pp: 2400€
Antigua Classic Yacht Regatta: Join in for the stylish Antigua Classic Yacht Regatta.
15th – 26th April 2026
11 days — 3500€
Antigua Race Week: Join in some fun and relaxed blue water racing on traditional point-to-point courses, as each day’s sailing will conclude at a different scenic destination.
22nd – 26th April 2026
€2,200 p/p (group booking discounts apply)
Enquire for full details!
Why you'll love this adventure
- The buzz of world-class racing in steady Caribbean trade winds.
- The unbeatable mix of competition, camaraderie and celebration ashore.
- The chance to sail an iconic yacht in one of the most stunning regatta settings on earth.
Dates
Itinerary
Each race varies so please enquire for details mentioning in your message which race you’re most interested in.
What's included
- Swan 51
- Skipper
- Boat insurance
- foulies (except boots) for all
- Personal safety gear (life jacket + PLB)
- Breakfast and flying lunch during during
- Beverages (non alcoholic) while sailing
- Racing fee
Not included
- Flights or other transportation to/from start and end ports
- Personal travel/medical insurance
- Expenses ashore (meals, excursions, local transport, etc.)
Trip notes
Price
Min age
Accommodation
Onboard the Swan 51 you’ll find shared cabins with bunks. The yacht includes standard ocean-crossing amenities: sleeping cabins, shared salon, galley, deck spaces, safety & navigation systems, and communal areas for the crew.
Tour operator
These voyages aren’t about ticking boxes — they’re about living the sea. Expect salt spray in your hair, hands on the lines, and the thrill of carving a wake through wild horizons. Sailing takes place aboard a Swan 51 — an iconic design known for its elegance, power, and ocean-going pedigree. She’s fast, responsive, and built for long passages yet offers warm comfort below deck. The crew champion real adventure: purposeful and playful, where you learn, laugh, and push yourself in equal measure. What we love is their ethos: open-hearted travel that connects people, place, and planet.
Enquire today
Sail Antigua Races and Regattas 2026
Please complete the enquiry form above with as much detail as you can and we will send you all the trip information and connect you with the operator so you can make a booking directly.
If you have queries and questions about the trip include those in your form and we’ll personally reply to you within 24 hours.
Why Book with Another World Adventures?
Book direct with the tour operator. No mark-ups, no fees.
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A most helpful, friendly and knowledgeable travel company!
Very helpful and provided lots of research material and excellent personal perspectives on the tall ship sailing trip I was interested in taking.— Martin
Excellent thoughtful service.
They were prompt and friendly, and so thorough and helpful in connecting me with my adventure.— Tina
One of a Kind Service!
From the very beginning of reaching out to AWA, they were super helpful, enthusiastic and informative.— Matt
