Unforgettable Adventures

Published: 23 May 2025
Author: Michael Hodges
The summer is here but if you are thinking of heading away and embarking on an unforgettable adventure, sailing around one of these place could be fun.The Greek Islands, Amalfi Coast, and Caribbean (post-hurricane season) are premier destinations for the upcoming year. Each location offers a unique blend of breathtaking scenery, challenging yet rewarding winds, and rich maritime culture, making 2025 an ideal time to set sail.
Sailing around The Greek Islands, Amalfi Coast or the Caribbean
© Michael Hodges
Saint Lucia

The Greek Islands, a sprawling archipelago with over 6,000 islands and a coastline exceeding 13,000 kilometers, are a sailing paradise from May to October. This period brings the Meltemi winds—northwesterly breezes averaging 15-20 knots—perfect for a classic sailing yacht like the Jeanneau Sun Odyssey 44i. This vessel, measuring 13.4 meters with a beam of 4.37 meters, accommodates 6-8 guests with its spacious cockpit, modern rigging, and deep keel for stability. A typical itinerary begins in Athens at Marina Zea, sailing south to the Saronic Gulf’s Hydra for its car-free charm, then to Paros with its golden beaches, and finally Santorini for iconic sunsets over volcanic calderas. Secluded coves like those in the Ionian Islands, such as Corfu or Lefkada, offer tranquil anchorages. A 7-day charter costs between $8,000 and $20,000, depending on the season and extras, with an additional 20-25% APA (Advance Provisioning Allowance) covering fuel, mooring fees, and provisions. The Meltemi can test skills with gusts up to 30 knots, but the reward is exploring lesser-known islands and savoring fresh seafood at local tavernas. Early booking is advised, especially for peak July and August, when demand soars.

Italy’s Amalfi Coast, stretching along the Tyrrhenian Sea, shines as a sailing gem from April to October, with mild temperatures and winds averaging 10-15 knots. A Beneteau Oceanis 48, at 14.6 meters with a 4.74-meter beam, is an excellent choice, offering stability and comfort for 8-10 sailors. Its furling mainsail and genoa simplify handling, while the spacious deck suits socializing. Start in Naples’ Marina di Stabia, sail to Capri for the Blue Grotto’s mystical waters, then to Positano’s colorful cliffside homes, and Amalfi’s historic cathedral, ending in Sorrento amid lemon groves. A week-long charter ranges from $7,000 to $18,000, with APA at 30-35% for docking, meals, and local guides. Spring and fall provide calmer seas, while summer brings bustling ports and warm swims. The region’s narrow inlets and strong currents demand skillful navigation, adding adventure to the luxurious coastal experience.

The Caribbean, particularly the British Virgin Islands (BVI), transforms into a sailor’s haven from November to April, post-hurricane season, with trade winds of 10-20 knots and clear waters. A Dufour 430, measuring 13.24 meters with a 4.3-meter beam, is ideal, accommodating 6-8 with its modern design, twin rudders, and generous cabin space. Begin in Tortola at Road Town, sail to Virgin Gorda’s Baths for boulder-strewn beaches, Jost Van Dyke’s White Bay for the Soggy Dollar Bar, and Anegada’s coral reefs for snorkeling. Charters cost $6,000 to $15,000, often all-inclusive with meals and drinks, though fuel and docking add 15-20%. The BVI Spring Regatta (April 28–May 3, 2025) elevates the experience, drawing 100+ boats and 1,000 sailors for races and lively shoreside parties, with Tortola hosting a festival vibe. The consistent winds and sheltered bays make it perfect for novices and experts alike, though anchoring etiquette and reef awareness are key. Don’t forget the other Caribbean islands though, sea can be challenging but if you are more experienced definitely worth exploring.

These destinations offer diverse sailing adventures, from the Greek Islands’ windy challenges to the Amalfi Coast’s scenic cliffs and the BVI’s tropical bliss. Booking early secures the best boats, and events like the BVI Regatta promise a festive peak. Whether mastering tacks or relaxing under sail, 2025’s charter season is set to deliver unforgettable voyages.