The best route for an Atlantic crossing? Generally, the toughest part of an Atlantic crossing is getting across Biscay. Chris Tibbs looks at the best time of year to cross the Atlantic Ocean and the weather systems you’ll encounter along the way Atlantic weather There are a number of considerations to take into account when passage planning from the Canaries to the Caribbean, which may not be strictly weather driven and make it rather more complex … Jeroen Peters is right - Also check out 'World Cruising Routes' by Jimmy Cornell, which provides times of year and distances for all major sailing routes. It depends when you go. Statistically, May/June are the best months. Since I gave up flying, the QM2 seems to be our answer (wed have to do QM2 there and The best time to cross the Atlantic east to west is winter but the weather is a fickle being that requires constant watching and flexibility in your plans. If you're out of luck and are without wind for a week or Find out the best time of year to head to the Canaries to find a boat for your Atlantic … Here’s are my observations: April Boats generally head east towards Europe How long does it take to sail across the Atlantic? What is the calmest time to cross the Atlantic (if there is one)? The Atlantic takes about 3-4 weeks to cross. The one time I've sailed across the Atlantic, I The weather gets more unpredictable. I’ve done this route twice now. If you're fast, take shortcuts, and get lucky, it can be done in about 2 weeks. My dh has family in England and we would love to visit together. Last time (2018) we were in two storms. The Best Time to Cross the Atlantic on a Sailboat While it can take about three weeks to sail across the Atlantic Ocean, it would only be wise if you anticipate that you'll spend at least a month out there on your sailboat.