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Sailing Vacations 101

By Deborah Nelson, VRTG Travel Writer/Publisher


Sailing vacations, and vacation rental homes

How to Best Plan Sailing Vacations

Are you a sailing fanatic? Or, maybe you just want to be one with sea! Whatever the reason, sailing is a choice activity. However, if you cannot sail at home or are tired of the familiar courses, Find Rentals is here to help you make the best of your sailing vacations. Start by finding your ideal location. Then, choose the type of boat you wish to sail; and finally, take part in the local events and activities. You might find you can take your well-loved boat with you on a race or cruise. And it is great to keep in mind that some vacation rentals offer private boat docks.


Best Areas for Sailing Vacations

Warm weather, consistent breezes, and beautiful scenery are popular attractors of sailing vacations. Hence, the Caribbean is well-known as one of the best sailing destinations in the world—especially during winter. Specific Caribbean hotpots include St. Barts, Antigua, the Virgin Islands, the Grenadines, as well as St. Marten. On the other hand, the Mediterranean Sea is preferred during the summer. Popular Western Mediterranean locations include Italy, Sardinia, and the South of France. In contrast, Eastern Mediterranean areas consist of Greece, Croatia, and Turkey. Nevertheless, wonderful sailing opportunities exist in the United States and all around the world. For example, in the United States, the San Juan Islands in Washington, several spots in Hawaii, the Apostle Islands of Wisconsin, and Florida’s Key West are outstanding sailing locations. The choice is up to you.


Sailing Vacations Professionals

Newman-Dailey Resort Properties

Newman-Dailey Resort Properties

Beaches of South Walton & Scenic 30A ~ Miramar Beach

Newman-Dailey Resort Properties is a full service real estate sales, property management and vacation rental company. Founded in 1985, Newman-Dailey..  learn more

Dune Allen Realty

Dune Allen Realty

Beaches of South Walton & Scenic 30A ~ Miramar Beach

Family owned and operated, Dune Allen Realty Vacation Rentals is the pioneer of South Walton Property Management Companies. Our fine and professional..  learn more

Pristine Properties Vacation Rentals

Pristine Properties Vacation Rentals

St Joseph Bay Area ~ Cape San Blas

Welcome to Pristine Properties Vacation Rentals - Cape San Blas - St. Joe Beaches Pristine Properties Vacation Rentals is different from other..  learn more

Types of Boats

Your ideal sailboat depends on your personal preferences. For example, how many of you will be sailing? Do you want to go on a gentle cruise or race against the wind? Will you be the captain? If not, you'll need to hire someone to be in charge of the boat. Try renting a catamaran, a luxury yacht, or a charter boat. Companies often provide certain amenities and equipment, as well. You could even bring along kayaks, paddleboard, or snorkeling gear on the mothership.


Activities and Events

Whether you are going for a quick trip or staying out at sea for several days, weeks, or months, sailing vacations can encompass a multitude of activities. If you pick the right vacation rental management company, they can help you find sailing clubs and lessons nearby. Sailing is also the perfect time to detach yourself from your daily life. Work on your tan, stargaze, journal, fish, hire a personal chef, party, bird watch as the sun goes down. Additionally, you can scuba dive, snorkel, swim, or even do yoga. Furthermore, famous races and gatherings include the St. Barts Bucket Regatta, the Antigua SuperYacht Cup, Fastnet, America’s Cup, Cowes Week, Antigua Sailing Week, Chicago to Mackinac Race, and the Key West Race Week. Are you prepared? Do you dare to enter these races?


Vacation Rentals Near Great Sailing Areas

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Condo in Governors Harbour Bahamas
View from the deck, 50 miles of ocean, facing west toward the sunset.
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Villa in Sandy Hill Anguilla
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New Luxury Beach House with...
Home in Governors Harbour Bahamas

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