Destination Charters
Upcoming Flotilla Adventures
British Virgin Islands
January 10-17, 2026. Jan 26 Itinerary & Gallery
Starting in Road Town, Tortola, Afterguard’s Destination Sailors set out on a January escape through the mellow winds and warm waters of the British Virgin Islands. The shift from winter cold to tropical warmth, and back again, is a thrill in itself. Sailing the Sir Francis Drake Channel offered calm, pleasant passages, while northwest to see flamingos and eat lobsters. Sailing conditions are reminiscent of San Francisco Bay. Can take ASA 104 or 114 during the week. Check out the new Moorings video. It showcases the highlights of the BVIs.
Seychelles from Mahe
October 2026
Sail and dive in the best month of the year for both. We learned in the Whitsundays to not try to dive when the wind shifts to the north. Will catch the last month of clear water and warm weather. This exotic location is famous for the giant gentle turtles. Plan to visit their habitat on Curieuse. Looking into the options - there are so many.
Croatia from Tojir
Spring 2027
Current thought of heading back to an amazing cruising ground with history that reaches back to 300 BC.
For more on details, prerequisites, and pricing, visit our FAQs page.
Past Flotillas
September 6-13, 2025. Croatia Gallery
Set sail on an unforgettable journey through sun-drenched islands rich in history, culture, and vibrant charm. Sailed to national park islands and must-see destinations, including fabulous sites. Reports by those who went still incoming.
Pacific North West
July 26 - August 1, 2025
Set sail through the scenic San Juan Islands, where you’ll explore picturesque harbors like Friday Harbor, anchor in stunning coves, and might even be spy-hopped by passing orcas. This is one of the Pacific Northwest’s most beautiful cruising areas, perfect for advancing your sailing skills or completing your ASA 106 certification. The trip includes an 18-hour sailing day to meet ASA 106 requirements, combining practical training with a memorable maritime experience.
Australia Whitsunday Islands
November 2024
We explored the stunning Whitsunday Islands and sailed through the vibrant waters of the Great Barrier Reef. With over 100 islands, white sand beaches, and clear tropical seas, it was a paradise for sailing and snorkeling. Though some areas of the reef have been impacted by environmental stress, we were fortunate to experience healthy, thriving sections, especially further north. For anyone who’s snorkeled before, this place truly stands out as one of the best in the world.
British Virgin Islands
January 2-9, 2024 & March 2025
Starting in Road Town, Tortola, Afterguard’s Destination Sailors set out on a January escape through the mellow, warm waters of the British Virgin Islands. The shift from winter cold to tropical warmth, and back again, was a thrill in itself. Sailing the Sir Francis Drake Channel offered calm, pleasant passages, while the north side brought more challenging conditions, reminiscent of San Francisco Bay. Stunning sights, great sailing, and plenty of fun made this an unforgettable trip. Then a second trip went in March 2025. Fun had by all.
Split, Croatia
May 27-June 3, 2023
Split, Croatia’s second-largest city, offers stunning views over the Mediterranean and access to a rugged coastline dotted with secluded beaches only reachable by boat. Sailing through the nearby islands was an unforgettable experience, light winds most days made for relaxed cruising, with just enough breeze for some excellent sailing. We arrived at most stops by 3 PM, leaving time for wine tasting, shopping, and exploring. The locals were welcoming, and communication was easy with a mix of English and gestures. A beautiful blend of culture, scenery, and sailing.
Tahiti Flotilla
July 23-August 6, 2022
Afterguard sailing adventurers set off from Raiatea with a flotilla of three boats, one catamaran and two monohulls, for an unforgettable journey through the Society Islands. Group dinners were hosted aboard the cat, now a standard tradition, with a few memorable evenings dining ashore. We explored Raiatea, Tahaa, and Huahine, visited pearl and vanilla farms, and enjoyed an authentic Tahitian dinner and dance. The weather played its part, as always, but didn’t stop us from diving and snorkeling in the spectacular waters of Bora Bora. A dream trip through a true South Pacific paradise.
Greek Cyclades Flotilla
September 25-October 9th, 2021
Sailing the Cyclades is an adventurous experience, with stronger winds and open Aegean waters. We set out from Athens, this time with a 42’ catamaran and a brand-new Beneteau 50’ monohull. Christian Hofmann joined the flotilla for the first week, though the winds proved too much for his group. John Zolck captained the monohull, while Mary and then Kevin took turns leading the cat. A powerful meltemi had us weather-bound in Mykonos for a few days, but if you have to be stuck somewhere, it’s hard to beat that view.
Greek Peloponnese Coast
September 28-Oct 6, 2018
Departing from Athens, we sailed the beautiful Greek Isles along the Peloponnesian coast with Christian Hofmann as our guide. Brother of Afterguard instructor Gunther, Christian brought over a decade of local sailing experience to the journey. Club Rio and Delta Sailing Club joined the flotilla, making for a lively and fun group. We sailed with a 40+’ catamaran and a 40’ monohull, while DSC brought their own 38’ boat alongside Christian’s. With great company, scenic coastlines, and steady breezes, it was a memorable and joyful adventure.
Croatia's North Coast
September 16-23, 2017
Our 2017 sailing trip was truly amazing. With 17 people spread across 3 boats, it was a fun, relaxed flotilla filled with great energy and camaraderie. We met daily, either in the morning or at day’s end, to go over sail plans, adjusting the itinerary based on weather, group preferences, and everyone’s well-being. This was also the trip that set the standard: all participants were required to have the Basics, ensuring comfort, safety, and the ability for the flotilla to reach each destination smoothly. A perfect blend of flexibility, fun, and shared adventure.
