Guide to Labor Day Weekend Fun

Celebrating Labor Day is always bittersweet. While having the first Monday in September off is something that no one will complain about, the holiday symbolically marks the official end of summer in the mind of many. Kids start school again, the days get shorter, and the tell-tale signs of autumn start creeping in. This is why it’s crucial to plan a fun Labor Day weekend so that you can maximize this last taste of summer vacation.

Labor Day was first made a holiday in 1887 in Oregon, and in the years after, many states followed suit. Now it’s celebrated across all 50 states and in all U.S. Territories like Puerto Rico and Guam. It’s a celebration of the essential contributions that labor movements made across the country in fighting for better working conditions and benefits for American workers. Today, it’s a great excuse to light the grill and have a barbecue or enjoy a day out on the water boating.

Boating on Labor Day

Labor Day weekend is a big day for boating. If you don’t own a boat, consider renting with GetMyBoat. With incredible listings across the country, if you’re near water, we want to help you get out and enjoy it. There’s no better summer send-off than a day of cruising around the lake or ocean, stopping off for a swim, and soaking up the sun. Take advantage of your long weekend and check out boat rentals and charters in your local area so that this time doesn’t pass you by.

Motor Yachts & Pontoon Rentals for Labor Day 

Rent a motor yacht or a pontoon if you have a large group and you want to spend hours cruising around on Labor Day. These boats are perfect if you're going to stop at a waterfront restaurant or enjoy a picnic on board. If you are not a licensed boater, you can also book boat charters for Labor Day in major cities across the country.

 Pontoon Rental Miami

Boat Parties over Labor Day Weekend

In addition to private boat rentals and charters for Labor Day, you can also book tickets for organized boat parties over Labor Day weekend. It's the perfect way to meet new people, enjoy cocktails, and cruise for hours, without having to worry about who will be driving the boat! From Miami to Los Angeles, New York to Seattle, you can find the perfect experience to book for an unforgettable long weekend with your loved ones.

Boating Safety for Labor Day Weekend

Because it’s a much busier boating day, be extra cautious and aware of other boaters and possible hazards out on the water. You don’t want an accident to ruin your long weekend. Be prepared with lifejackets onboard for everyone on your watercraft. Also, check your navigation lights if you’re going to be out after dark.

If you are enjoying alcoholic drinks while out boating, remember to have a sober driver. Intoxicated drivers are the leading cause of boating accidents and fatalities, and the risk of something going wrong increases when waterways and boating locations are busier.

Watersports Rentals for Labor Day

Labor Day weekend is one of the last hurrahs for kids who are still in school. Taking them out for a fun day of watersports like waterskiing, tubing, wakeboarding, and more is the perfect way to get out their energy and seize the final moments of summer vacation. Rent waterskis, wakeboards, or inflatable tubes and listen to the endless laughter of your kids as you pull them behind the boat.

Wakeboarding in Florida

Paddlesports on Labor Day

For families or friend groups on a budget, consider renting a kayak or stand-up paddleboard for Labor Day weekend. It’s an affordable alternative to buying your own or renting a yacht, while still enabling you to get out on the water. Bonus - you’ll get an incredible upper body workout as you paddle yourself around the lake or in the ocean in a kayak or on a stand-up paddleboard. Don’t wait - this type of equipment rents out far in advance! Reserve your rental for Labor Day weekend today.

Labor Day Celebrations around the USA

Washington D.C.

A national holiday celebrated in the nation’s capital is guaranteed to be a good time. With orchestra concerts, river cruises on the Potomac and Anacostia, and parades, Washington D.C. is the place to be in celebration of Labor Day. You can also book sightseeing tours on Duck Boats to learn more about the history of the United States from the perspective of the water.

Washington DC  

Miami

There’s no shortage of boat parties and concerts in Miami for Labor Day weekend. Miami never needs an excuse to party, and Labor Day is no exception. Book yourself tickets on a boat party or rent a luxury yacht for the ultimate day of cruising around. Miami Beach is meant to be enjoyed from the deck of a boat.

Miami Boat Rentals

New York

New York City is always a great place to celebrate a national holiday. Whether you’re in Manhattan or Montauk, you can enjoy boating and soak up the final weekend of summer while in New York. There are outdoor concerts, parades, and endless activities and festivals to enjoy if you’re in New York over Labor Day weekend. Cruise around the harbor on a yacht charter or enjoy a fun day on a boat tour around the Statue of Liberty. Rent water sports equipment or book a guided kayak tour to enjoy this holiday weekend.

 Sailing Charters in New York City

Chicago

Chicago is teeming with cultural events to enjoy during Labor Day weekend. Jazz festivals, concerts, food festivals, and other outdoor things to do that make the city come alive. Rent a boat and take a river cruise or sail out into Lake Michigan on a sailing charter. Watch fireworks at Navy Pier or rent a kayak for a fun day of paddling on the lake. Chicago is a great place to eat, explore, and enjoy Labor Day weekend.

Sailing Charters in Chicago 

San Francisco

San Francisco is a major city to enjoy Labor Day weekend. Cruise around the Bay area on a boat rental or charter, drifting under the Golden Gate Bridge with your boating squad. It’s a fantastic city to enjoy the long weekend, with baseball games, whale watching excursions, winery tours, and free entry to museums and other attractions. Book your boat rental to explore the Bay for Labor Day.

Golden Gate Bridge

Los Angeles

With events like Fleet Week and Los Angeles County Fair, there’s plenty to enjoy during Labor Day weekend in Los Angeles and the surrounding cities. Rent a boat in Marina del Rey or visit a festival in Long Beach. Go sailing from Santa Monica or kayak around Huntington Beach. Surfing lessons, yacht charters, or fishing tours are all fun things you can enjoy over Labor Day in Los Angeles.

Santa Monica Pier 

If you’re out on a boat enjoying Labor Day, we’d love to hear your stories and see your pictures! Follow us @GetMyBoat and use the hashtag #GetMyBoat.