Welcome aboard Osprey, a classic sailing ketch, as we take you on an unforgettable day of sailing. We depart Jolly Harbour towards Deep Bay, then we will make the turn around Sandy Island enjoying the breathtaking scenery of the west side of Antigua as we ride the cool trade winds. As we sail around Hawk’s Bill Rock, you will experience the excitement of sailing a classic sailboat in the open sea. You will have snacks and beverages once we arrive at anchor in Deep Bay. You can choose to swim and lounge in the warmth of the Caribbean Sea as your crew prepares your afternoon lunch, after which you can soak up the afternoon rays.
Whether you choose the deck of Osprey or the shade of the cockpit, the afternoon is yours to enjoy. You can also choose to lounge in the water or we can dinghy you ashore for a bit of beach-combing on one of Antigua’s sugar sand beaches. Once back on board, it’s time to raise the sails and relax, sipping on “Sloan’s Mango Rum Punch” on our way back to Jolly Harbour, hoping to spot some turtles or dolphins along the way, finishing out your day with an amazing sunset after we anchor outside of Jolly Harbour.
On Osprey it is your day, so it’s up to you. We can customize your day as you wish, from more sailing or snorkeling or just relaxing in a secluded bay with a deserted beach. The day is yours to decide and we can customize your trip to suit your desires.
Osprey is operated by Skipper Sloan, a RYA Yachtmaster with a lifetime of experience in the waters of Antigua.
SV Osprey – 48′ Custom German Frers Ketch


Afternoon/Sunset Sail (7 hrs) 11:30A – Sunset
Afternoon/Sunset 7-Hour Sail – Menu:
• Fresh Coffee and Tea
• Chilled bottled water, local beer, Coke, Sprite, Ginger Ale, Antiguan Rum and “Sloan’s – Mango Rum Punch”
• Blackened Catch of the Day Tacos served with red slaw, mango chutney and chips.
(Children have the option of a hamburger or grilled cheese sandwich)
• Seasonal Fruit
1-2 Guests | $975 USD |
3-4 Guests | $1,025 USD |
We accept cash (USD/XCD), Master Card, Visa. American Express, Venmo, Paypal and select cryptocurrencies – All CC transactions will incur a 3.5% surcharge.
Half Day or Sunset Sail (4 hrs)
You choose the 4 hour block that you want to sail, starting between 11AM and 2PM
Half Day 4-Hour Sail – Menu:
• Fresh Coffee and Tea
• Chilled bottled water, local beer, Coke, Sprite, Ginger Ale, Antiguan Rum and “Sloan’s – Mango Rum Punch”
• Fresh Healthy Snacks
1-2 Guests | $625 USD |
3-4 Guests | $675 USD |
We accept cash (USD/XCD), Master Card, Visa. American Express, Venmo, PayPal and select cryptocurrencies – All Debit/CC transactions will incur a 3.5% surcharge.