6 Epic U.S. Boat Trips Worth Planning
Last Updated on January 7, 2026 by Boatsetter Team
Looking for a unique way to explore the U.S. in 2026? From hidden islands to legendary waterways, discover nine unforgettable water adventures perfect for weekend trips, stateside exploration, or bucket-list moments.
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Scuba diving excursion to Tortuga Reef
The iconic dive site at Tortuga Reef — including the underwater 1986 Fair Game shipwreck — remains a bucket-list experience in 2026. Rent a boat in Miami, gear up, and dive into one of Florida’s most fascinating marine environments. Whether you’re a seasoned diver or new to the sport, this historic wreck and its surrounding reef make for an unforgettable underwater exploration
Explore the Boundary Pass in the Pacific Northwest
Between the San Juan Islands and British Columbia’s Gulf Islands lies Boundary Pass — a scenic waterway perfect for a 2026 boating itinerary. Cross the U.S.–Canada border (with proper clearance), visit charming destinations like Sidney and Salt Spring Island, and watch for resident orcas and humpback whales in spring and summer. This international boat journey blends wildlife, culture, and coastal cruising.
Whibey Island road trip with epic on-the-water detours
Combine a classic Pacific Northwest road trip with iconic water detours on Whidbey Island. Stop in historic Coupeville for waterfront eats, then cruise south to Langley — “The Village by the Sea.” Book a local Captain to take you to hidden coves or paddle along Fort Casey’s scenic waterfront. Wildlife encounters and coastal views make this a timeless boating adventure.
Discover “the Galapagos of North America”
Explore the Channel Islands, known as the “Galapagos of North America,” with a Captain that can show you all its hidden gems. Get scenic views of Inspiration Point when exploring Anacapa Island by boat, meet thousands of seals that like to hang at San Miguel Island’s Point Bennett for breeding and pupping season from May through October. Don’t forget to head to see the painted sea caves of Santa Cruz Island, one of the world’s largest sea caves.
Learn about Polynesian seafaring techniques in Waikiki
Go sailing the Waikiki coast with a local guide that can teach you about ancient Polynesian seafaring techniques that led to Hawaii’s discovery, or grab your longboard and set course for Queen’s surf break, a famous surf break in Waikiki known for its consistent waves and a place to practice surfing.
Explore the world’s whale capital
With year-round whale activity, Dana Point is one of the most reliable whale watching locations on the West Coast. Come during January through March to see gray whales pass through their 12,000-mile migration between Alaska and Mexico – the longest of any mammal on Earth, or in the summer when blue whales feed. Don’t be spooked by the fin or minke whales that swim up to the boat. “Mugging” is just the way these gentle giants say hi.
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