Best results for Sailing

Private 2-hour sunset sail for up to 6 in St. Augustine

Sail past St Augustine landmarks on a 2-hour small-group charter

Sail into sunset views of St Augustine landmarks on a small-group charter

Private 2-hour sail past St. Augustine’s historic bayfront sites

Set your own agenda on a private Waikiki sail for up to 6 guests

Bring your own drinks on a Waikīkī sunset sail with a swim stop

Sail St. Augustine waters and learn about dolphins with your guide

Sail a Hobie Wave on Wai Kai Lagoon with a self-guided or captain option

Sail off Waikiki at sunset with a pupu platter and skyline views

Book a private sail and choose your own snorkeling or sunset plan

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

Afternoon schooner sail with stronger breezes and local narration

Sail around Bodega Bay on a flexible 3-hour trip

2-hour Maui sunset sail with live music, menu, and open bar

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

Sail Maui’s west coast at sunset with open-bar cocktails and appetizers

Sail the San Juan Islands on a private wooden sloop

Sail Choctawhatchee Bay on a 2-hour catamaran adventure

Sail Santa Rosa Island on a private charter with a licensed captain

Sail Choctawhatchee Bay at dawn for Mid Bay Bridge views

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

Sail Pensacola Bay with an optional swim stop on a 27-foot sailboat

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