Skip to main content

Skipper-in-training: 3 Once-in-a-lifetime Experiences for Budding Sailors

The Florida Keys, Newport, Hawaii — there’s no shortage of convenient locations for Americans looking to learn the ropes of sailing. But, why not dream bigger? These three destinations offer truly unique, once-in-a-lifetime experiences for anyone looking to dive headlong into the sport.

Sail the “Land of a Thousand Lakes” (Finland)

The Finnish Sailing Experience/Visit Finnland

You already know there are a thousand reasons to visit Finland. But you might not know it’s one of the world’s most stunning sailing destinations. Dubbed “the land of a thousand lakes,” the country offers near-endless opportunities for exploring its interior on the water. But, its coastline — dotted with tens of thousands of islands to explore — is even more fascinating. For sailors looking to cut their teeth, circumnavigating the country’s entire coastline can be done in as little as 660 nautical miles. It’s a relatively short but challenging and rewarding journey that mixes sheltered harbors with abundant open ocean. In total, there are more than 10,000 kilometers of marked channels to hone your skills. Plus, the country boasts 240 marinas and guest harbors, so it’s never difficult to find a charter.

America’s Cup Sailing (Auckland, New Zealand)

America’s Cup Sailing – Auckland/Explore Group

In the world of sailing, it doesn’t get any bigger than the America’s Cup — the oldest, most distinguished yachting regatta on the planet. Budding sailors can head to Auckland’s Waitemata Harbour to take the helm of an authentic, America’s Cup racing vessel. Guests have the choice of a two-hour introductory sail to get their feet wet or a three-hour Match Race that’s as close to trophy racing as most mortal men can hope to get. It’s a rare opportunity to sail like an elite yachting professional or an Elon Musk-level billionaire. Plus, no previous sailing experience is required!

Taming the Seas (Santorini, Greece)

Sunset Oia, Sailing Cruises, Santorini | Official Video

Santorini is impossibly beautiful. The tiny Greek island is home to hot springs, a volcano, charming harbors, and some of the most beautiful sunsets in the world. All of which makes it an ideal spot to explore by boat. Sunset Oia Yacht Rental Company has everything you need for a half-day or several weeks on the water. Their aptly named “Taming the Seas” itinerary is crafted to put beginner sailors or experienced boaters behind the wheel on some of the most luxurious yachts in the Mediterranean.  No experience is required, and the crew can help as little or as much as you like. Custom add-ons and other itineraries include full dive certification, deep sea fishing, or private at-sea massages.

Editors' Recommendations

Mike Richard
Mike Richard has traveled the world since 2008. He's kayaked in Antarctica, tracked endangered African wild dogs in South…
Travel experts reveal what you should never wear on a plane
These travel experts have everything to wear and to avoid when picking a travel outfit
Man walking through airport with luggage.

From the days of flying in your Sunday best to wearing those velour tracksuits on the flight, plane attire has changed a lot over the years. Picking out what to wear these days could mean wearing your pajamas or choosing your favorite outfit to go out in right out when you land.

But there are some definite don'ts when it comes to your wardrobe for the flight, no matter what. If you aren't sure what to wear on a plane for your next trip, before you leave for the airport, check out these helpful tidbits from various travel experts.
The footwear
Travel advisor and product manager at Adeel Khan has the details for what to wear while flying, and it starts with what you put on your feet. Or shouldn't put on your feet.

Read more
These are the best credit cards with airport lounge access you can get
6 credit cards that will let you wait for your next flight in style
Businessman and business woman looking at laptop in airport lounge

There’s an old credit card slogan that says, “membership has its privileges,” and nowhere is that more apparent than in the case of airport lounges. The lounges' plush spaces and perks like complimentary food and beverages make them desirable places to wait for your flight, especially when compared to the hard chairs, noise, and limited charging stations most airport gates offer.

However, to enter these coveted lounges, you typically need to be flying first class or an elite member of the airline’s frequent flyer program. But there is another way you can gain access: Some travel credit cards come with access to airport lounges as a perk, allowing you to use them anytime you travel just by showing your card.

Read more
Passports are really expensive (but it’s worse in these countries), study reveals
If you think the U.S. passport fee is high, see how it ranks compared to some other countries
A person holding a passport down.

The cost of travel these days seems to get more expensive, with gas a never-ending yo-yo and hidden fees in your flights. Planning on traveling out of the country? Then you'll also need to factor in your passport fees. If you think a U.S. passport costs a pretty penny, you might be a bit more thankful for the price compared to a few other countries. We have the passport study results to get familiar with.
Countries with the highest passport fees
So, how much is a passport? The initial passport fee for one might seem like a lot, but remember that it lasts for quite some time. When you break it down over the 10 years, you'll hold it before it needs to be renewed, and it becomes a great investment.
The expensive ones

Australia - $230
Mexico - $170
Switzerland - $140

Read more