Best results for Sailing

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

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.

Sail the serene Lowcountry waterways aboard a 35' catamaran with champagne and space for up to six guests.

Savor coastal views and learn to handle the sails on an exclusive 2-hour voyage for up to six.

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.

Enjoy a customizable 6–8 hour luxury sail on Sarasota Bay with captain and mate included

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

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.

Watch the Hawaiian sunset from a spacious 53-foot catamaran with complimentary cocktails and light appetizers.

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

Sail a stable catamaran toward Diamond Head and toast the sunset with included drinks

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

Set sail off Waikīkī to snorkel with turtles, then enjoy a fresh lunch and drinks included

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

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

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 a catamaran off Diamond Head and snorkel with tropical marine life

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

Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran

Sail Maalaea Bay with snorkel stops, guided in-water tour, and meals included

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 a spacious catamaran to Crab Island with a personalized itinerary for up to 13 guests

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.

Unwind on a 2-hour sail with cushioned seating, drinks, and chances to spot dolphins

Relax on a 40-foot sunset catamaran with tropical music, dolphin sightings, and a complimentary drink

Sail to Shell Island for snorkeling, then cruise the Gulf for dolphin sightings with a captain and first mate.