10 Fun Labor Day Boating Destinations
Discover the top Labor Day boating destinations across the U.S.
August 28, 2025
Whether you're chasing quiet coves, scallop-studded shores, or crystal-clear freshwater, these under-the-radar boating destinations are perfect for your Labor Day escape—with fewer crowds and more charm.
Steinhatchee, FL is an amazing Labor Day Boating Destination. Photo via Pond 5.
1. South Padre Island, Texas
This barrier island in the Gulf is a dream for boaters who like variety—fish the flats of the Laguna Madre, dolphin-watch near the jetties, or anchor and take in a Gulf sunset. Bonus: the fireworks over the bay on Labor Day weekend are some of the best in the state.
2. Steinhatchee, Florida
Scalloping, anyone? Steinhatchee is a haven for boaters who want an authentic Old Florida experience. Cruise the Steinhatchee River, drift the flats, and end your day at Roy’s for a fried shrimp basket and views of the water.
3. Lake Murray, South Carolina
This freshwater playground has everything: island picnics, pontoon parties, and gorgeous coves for golden hour dips. Watch thousands of purple martins swirl around Bomb Island—one of nature’s coolest shows.
4. Les Cheneaux Islands, Michigan
A string of 36 islands off Michigan’s Upper Peninsula, Les Cheneaux is a cruiser’s dream. Paddle through protected bays, dock at a vintage wooden boat show, or just relax in the pine-scented air.
5. Port Townsend, Washington
A charming Victorian seaport with views of the Olympic Mountains and a buzzing marina. Bonus: You’re close to the San Juans without the ferry hassle.
6. Mobjack Bay, Virginia
Nestled off the Chesapeake, Mobjack Bay is quiet, scenic, and steeped in colonial history. Perfect for gunkholing or anchoring with a good book.
7. Beaufort, North Carolina
This coastal gem has wild horses, waterfront restaurants, and creeks begging to be explored. Tie up downtown or tuck into the Rachel Carson Reserve for a quiet night under the stars.
8. St. Joseph, Michigan
A Lake Michigan favorite with clear water, beach bars, and a historic lighthouse. Labor Day is perfect for catching the last hurrah of the season with family-friendly dock-and-dine vibes.
Shelter Island, NY is another fabulous Labor Day Boating Destination. Photo via Pond 5.
9. Shelter Island, New York
Accessible only by ferry, this quiet Long Island hideaway is perfect for boaters looking to escape the Hamptons scene without losing the beauty. Explore Coecles Harbor and picnic at Mashomack Preserve.
10. Cumberland Island, Georgia
This wild barrier island is only accessible by private boat or ferry—and once you arrive, it’s like stepping back in time. No cars, wild horses, and empty beaches. Bring provisions and prepare to unplug.
Conclusion
Whether you're chasing dolphins in South Texas or scallops in Steinhatchee, these underrated Labor Day boating destinations prove one thing: the best spots are sometimes the ones no one’s bragging about on Instagram—yet. Looking for your next boat or gearing up for fall cruising? Explore more on Boats.com, Boat Trader, and YachtWorld.
