Sailing Vacations Archives

Why Your Next Sailing Vacation Should Be a Luxury Crewed Charter

August 27, 2025/by Lauren Zykorie

Experience the ultimate escape with a luxury crewed charter. Indulge in exceptional service and spectacular destinations.

Ionian Greece Sailing Flotilla

August 12, 2025/by Lauren Zykorie

The Ionian Islands of Greece are a dreamscape for sailors: steady winds, calm seas, and charming harbors tucked into lush green shores. Add in the warmth of Greek hospitality, and you’ve got a sailing vacation that feels less like a trip and more like a reset.

Sporades Flotilla

August 11, 2025/by Lauren Zykorie

Sail through the stunning Sporades Islands — the real-life backdrop of Mamma Mia! Explore turquoise bays, charming harbors, and sun-soaked villages, all while enjoying the camaraderie of a guided flotilla. It’s the perfect mix of Greek island magic, adventure, and pure fun on the water.

The Perfect Yacht Charter Destination Based on Your Favorite Cocktail

August 10, 2025/by Lauren Zykorie

Explore the best yacht charter destinations paired with your favorite cocktails and local drinks for an unforgettable experience.

How to Pick the Perfect Sailing Destination for Your Group

July 7, 2025/by Lauren Zykorie

Explore the perfect sailing destination for your crew. Discover tips to choose the right location for your next sailing adventure.

Great Lakes vs. Ocean Sailing: A Straight Comparison

June 30, 2025/by Merrill Charette

Explore the differences in Great Lakes vs ocean sailing and discover unique features of each sailing experience.

Catamaran vs Monohull: A Real-World Comparison for Cruisers

June 27, 2025/by Merrill Charette

Comparing catamaran vs monohull for cruising? This guide breaks down comfort, sailing feel, cost, safety, and real-life tradeoffs that matter.

Dinghy 5hp Gas Outboard vs. Electric Motor: What Actually Matters

June 20, 2025/by Merrill Charette

Explore the differences between dinghy gas vs electric motor and make an informed choice for your boating needs.

Sea of Cortez Flotilla – February 2026

June 20, 2025/by Grant Headifen

The Sea of Cortez has captured the imagination of sailors and adventurers and offers unparalleled opportunities for exploration under sail. Join other sailors on NauticEd and Santana Sailing’s 2026 Sea of Cortez Flotilla.

The International Ibiza Regatta!

June 17, 2025/by Grant Headifen

A sailing event that is as fun as it is serious! Get ready for an exhilarating sailing competition between large, modern chartered sailing yachts, with our own unique handicap system! What could be more exhilarating than a race in turquoise waters around the world’s hippest tropical island?