Best results for Sailing

Experience a luxury sunset sail with stunning views of St Augustine’s historic landmarks.

Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

Sail an 80-foot classic schooner and admire Boston Harbor landmarks

Sail past Key West landmarks on a 105-ft schooner while enjoying complimentary soft drinks and expert crew narration.

Admire Alcatraz, the Golden Gate Bridge, and city skyline on a 1.5-hour family-friendly bay sail.

Glide past Alcatraz and beneath the Golden Gate Bridge as the city skyline glows in the setting sun.

Watch Hilton Head's vibrant sunset while relaxing or helping crew aboard the historic Stars & Stripes

Sail for three hours to spot marine life and enjoy San Diego’s historic waterfront.

Enjoy a 2-hour sunset sail with catered dinner and a complimentary premium bar

Watch fiery skies and enjoy a complimentary champagne toast on a relaxed evening sail.

Relax on the hand-built Seawolf catamaran during a 1.5-hour sunset sail while enjoying your own drinks and snacks

See islands, beaches, and the Saco River on a half-day coastal sail

Sail the Maine coast at golden hour with small groups and room to spread out

Enjoy a 2-hour wind-powered cruise with skyline and mountain views aboard Seattle’s largest public sailing vessel

Sail a luxury catamaran along Palm Beach and savor a scenic two-hour sunset cruise.

Relax on a two-hour evening cruise along the York River and watch the sun set over historic Yorktown.

Unwind as the sun sets over the Indian River and look for dolphins on a relaxing 2-hour catamaran cruise

Sip complimentary champagne as you watch a legendary Key West sunset aboard the elegant Schooner America 2.0.

Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht

Sail along Oahu's North Shore for a peaceful two-hour voyage and watch vibrant sunset colors from the deck

Watch the sky blaze over Waikiki on a relaxing two-hour catamaran sail

Glide along Oahu's coast on a breezy afternoon sail for panoramic views of Diamond Head, Waikiki beaches, and distant Molokai.

Toast the day aboard a catamaran as you watch the sun sink beneath the Oahu horizon.

Enjoy a swim-optional sunset sail along the Waikiki coastline with inside and outside seating

Soak in Honolulu and Diamond Head views on a 2-hour catamaran sail

See marine life and Waikiki views on a one-hour Diamond Head sail

See Oahu’s top sights by van, then sail at sunset on a Polynesian canoe

See wild dolphins, snorkel with turtles, and enjoy lunch on a 3-hour West Oahu sail

Unwind on a Waikiki sunset catamaran with views of Diamond Head, drinks and light bites included

Unwind on a West O‘ahu sunset cruise with panoramic views, drinks, and light bites included

Sail to Cape Lookout for beach time, catered lunch, and lighthouse views on a stable catamaran

Unwind on a 90-minute evening cruise with coastal views and complimentary beverages

Savor mimosas and a boxed brunch while sailing St. Augustine with a captain and crew

Savor mimosas or seasonal wines while sailing St. Augustine’s scenic waterways with a captain

See St Augustine landmarks on a private crewed sail

Sail past historic St. Augustine landmarks with a friendly crew

Sail at sunset past St Augustine landmarks with a small group and professional crew

Sail Waikīkī at sunset with a swim stop on a spacious BYOB trimaran

Spot dolphins and coastal wildlife as you sail historic St. Augustine

Sail the Wai Kai Lagoon with gear included, or add a captain for an easy, fun first-time experience

Sail off Waikiki at sunset with skyline views and a pupu platter on a comfortable catamaran.

Sail off Waikiki for Friday fireworks with skyline views and drinks available to purchase

Sail Waikiki’s coast on a 1-hour BYOB cruise with Diamond Head views

Sail Bodega Bay for three hours and watch for sea lions, whales, and birds

Sail South Maui at golden hour with live music, open bar, and a sparkling wine toast

Savor a buffet dinner and open bar aboard a luxury catamaran at sunset

Sip cocktails as the sun sets on a 2-hour West Maui sail with open bar and appetizers

Sail Kaanapali and snorkel top West Maui reefs with breakfast, lunch, and open bar

Sail Choctawhatchee Bay with a captain, spot wildlife, and try steering the catamaran

Sail with a licensed captain to swim, snorkel, and unwind—perfect for families and groups up to six

Catch sunrise views over Choctawhatchee Bay with a private captain

Sail Pensacola Beach with up to 6 guests and enjoy complimentary beverages

Sail scenic waters near Pensacola with an optional swim and a chance to spot dolphins

Sail Pensacola Bay with a licensed captain, with time to swim or snorkel and spot wildlife.