Skip to main content

3 Luxury Sailing Vacations to Go On Before You Die

Sometimes the best way to explore is by water. Travelers adventurous enough to sail around a country are often afforded a view of their destination that few others will ever appreciate. Here are three unique sailing vacations worth a look.

Cuba

G Adventures’ Sailing Cuba sailing vacations boat
Image used with permission by copyright holder

Cuba is, of course, much more than Castro, old cars, and fancy cigars. Passengers on G Adventures’ Sailing Cuba trip begin their journey in Havana before being whisked away to Cienfuegos to board a modern catamaran. The small ship tour (with a maximum of just 14 passengers) focuses on the Canarreos Archipelago, where visitors spend most of their eight-day journey leisurely exploring the beautiful island chain from the water. Relaxed days are spent sunbathing on deck, strolling pristine beaches, snorkeling, and checking out the archipelago’s more remote islands. Standard pricing starts at $1,999, including a twin-share room and most meals (booze is extra).

Recommended Videos

Italy

Sailing Collective Sail Sicily sail vacations boat italy
Image used with permission by copyright holder

If you fancy your relaxation with a bit more luxury, Sailing Collective specializes in small ship cruising that includes whole cabin booking (no sharing with strangers), plus private chefs and unique land-and-sea itineraries. Most of the catalog features bespoke cruise itineraries where guests travel by flotilla with up to five ships together. The Sail Sicily itinerary, in particular, takes passengers on a week-long journey around Italy’s famous Aeolian Islands. The volcanic archipelago is both rugged and pristine, surrounded by impossibly blue waters. The fact that it’s UNESCO-protected makes it a worthwhile destination in its own right. The daily schedule blends sea- and land-based exploring, however, the crew leaves it largely up to the passengers to decide the specific excursions. Pricing starts at $2,200 per person double occupancy and includes most meals (booze is extra).

Fiji

Captain Cook Cruises Fiji sailing vacations boat ship
Image used with permission by copyright holder

If a four-cabin catamaran is a bit too claustrophobic for your liking, Captain Cook Cruises’ tall ships offer plenty of room to spread out. The company has a fleet of vessels, from a rustic, 88-foot pirate ship to the Fiji On, one of the area’s most luxurious charter boats capable of transporting up to 160 passengers. The Fijian islands are among the most exotic and beautiful in the world: pristine coral reefs, cobalt blue waters, and perfect tropical weather year-round. Captain Cook offers day and lunch cruises around the archipelago. However, the company specializea in custom, multi-day itineraries (with custom pricing) that allow passengers to explore as much of Fiji as they like.

If you prefer your travel experiences with less cocktail-sipping relaxation and a more hands-on approach, these sailing adventures put you in the captain’s seat in some of the world’s most beautiful waters.

Mike Richard
Mike Richard has traveled the world since 2008. He's kayaked in Antarctica, tracked endangered African wild dogs in South…
This New Jersey city tops Fourth of July travel lists this year
Asbury Park is the place to be this Independence Day
Asbury Park

Looking for the perfect Fourth of July getaway? Travelers across the country are flocking to Asbury Park, New Jersey, which has officially topped this year’s Fourth of July travel lists, according to a new report from HomeToGo, the world’s largest vacation rental marketplace.

Asbury Park saw an impressive 372% increase in travel searches compared to last year, making it the number one trending destination for Independence Day. The report found that most travelers are steering away from big cities this year, with 88% of searches focused on rural spots and waterside towns, and Asbury Park checks both boxes with its cozy beach town charm and famous boardwalk.

Read more
Biscuit Basin is closed — here’s what to do in Yellowstone instead
Summer fun at Yellowstone is going to look different this year
Overhead photo of a geyser at Yellowstone National Park

Visiting Yellowstone National Park may look a bit different this year with the continued closure of Biscuit Basin, but it's still going to be worth it. There are so many other geysers, canyons, and wildlife to see that it would be a huge mistake to miss out on it this summer just because the path to Old Faithful is still under construction. Here's everything you need to know when entering Yellowstone this summer, and how to make the most of it according to the National Park Service.
Making the most of Yellowstone this Summer

While Biscuit Basin faces reconstruction efforts after the hydraulic explosion that happened last year, you'll still be able to enjoy wildlife hotspots like the Lamar Valley, which is nicknamed "America's Serengeti" for all of the animals you can see. Yellowstone Lake will also be open for boating or fishing excursions. The Yellowstone Lake hotel and the Mammoth Hot Springs Hotel is open this summer if you don't want to camp, and a lot of the trails around Mammoth Hot Springs will be open too. You can also see Norris Geyser Basin, which is park's hottest and oldest.
No need to worry about timed entry
One of the best parts about Yellowstone National Park is that they don't require timed entry reservations like Yosemite National Park or Glacier National Park. Summer is still pretty busy, so be prepared for crowds, but the park is 2.2 million acres in total, so there's a fair amount of space to spread out. Still, you will need a park entrance pass to get through the gate.
Make your reservations in advance
Campgrounds do require reservations in advance, so make sure that you book dates before you go. If you plan to do any fishing or boating in the area, make sure that you also snag yourself a fishing or boating permit. You will also need to submit your boat for an inspection.
Expect terrible cell service
Personally, I don't know why you'd want to be on your phone with Yellowstone out your window, but keep in mind that cell service is limited here. I recommend downloading maps and the NPS app beforehand, as well as any road closure information. These closures can be sudden due to the unpredictability of Yellowstone's weather, so prepare in advance by packing a warm jacket, rain gear, and layers when you go.
Be responsible, especially around wildlife
While driving, be sure to observe posted speed limits and use the pullouts to watch wildlife, making sure that all four of your tires are fully to the right of the white line. This will allow other cars to pass easily. Seeing wildlife up close is amazing, but remember to stay a minimum of 25 yards away from all wildlife, and 100 yards away from bears, wolves, and cougars.  Elks are also dangerous, so don't even think about holding your baby near one.

Read more
Inside the new era of aircraft interiors, according to a design expert
STARLUX aviation cabin

Air travel can often seem like a means to an end. You must journey hundreds or thousands of miles, and comfort takes a back seat to reaching your destination. But cramped, crowded cabins can feel like riding a school bus, making a flight something to endure rather than enjoy.

But what if an airplane cabin were a tailored space akin to a luxury hotel? What if designers considered every aspect, from the lighting to the dimensions to the materials, to ensure the in-flight experience was something to look forward to?

Read more