Best results for Sailing
Sail Historic Waters & Spot Wild Dolphins
Spot dolphins and coastal wildlife as you sail historic St. Augustine
Waikiki Sunset Sail and Pupu
Sail off Waikiki at sunset with skyline views and a pupu platter on a comfortable catamaran.
Friday Night Waikiki Fireworks Cruise
Sail off Waikiki for Friday fireworks with skyline views and drinks available to purchase
Adventure Sunset Sail
Sail South Maui at golden hour with live music, open bar, and a sparkling wine toast
Maui Sunset Sail on a Floating Tiki Bar Catamaran
Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran
Premium Sunset Dinner Cruise from Ka'anapali
Savor a buffet dinner and open bar aboard a luxury catamaran at sunset
Holo Holo Sunset Cocktail Sail in Maui
Sip cocktails as the sun sets on a 2-hour West Maui sail with open bar and appetizers
West Maui Adventure Snorkel Sail
Sail Kaanapali and snorkel top West Maui reefs with breakfast, lunch, and open bar
Lady Delana 8-Hour Catamaran Charter
Sail a spacious catamaran to Crab Island with a personalized itinerary for up to 13 guests
Pensacola Beach Sunset Sail on the Jolly Mon
Unwind on a 2-hour sail with cushioned seating, drinks, and chances to spot dolphins
Evening Sunset Sail on the Footloose Catamaran
Relax on a 40-foot sunset catamaran with tropical music, dolphin sightings, and a complimentary drink
Snorkel, Swim & Dolphin Sail on the Daydreams Sailboat
Sail to Shell Island for snorkeling, then cruise the Gulf for dolphin sightings with a captain and first mate.
Sunset & Dolphin Sightseeing on the Daydreams Sailboat
Unwind on a scenic sunset sail with dolphin spotting and complimentary drinks
The Locals Island Charter
Sail to a secluded beach near Fort McRee for swimming, paddleboarding, and lunch on a private 6-hour charter
3-Hour Charter Aboard a 46' Bali Catamaran
Sail a spacious 46' Bali catamaran for three hours with room for up to 12 guests
San Diego Bay Afternoon Sail Aboard A Classic Yacht
Sip craft beer and wine as you sail San Diego Bay on an intimate six-passenger classic yacht
San Diego Bay Sunset Sail on a Classic Yacht
Savor a San Diego Bay sunset with drinks on an intimate six-passenger sail aboard a classic yacht
Key West Wind & Wine Sunset Sail
Sip fine wines on a relaxed schooner sail at sunset with craft beers and gourmet bites
Commotion on the Ocean: Live Music Sunset Sail
Enjoy a Key West sunset with live music, appetizers, and complimentary beer, wine, champagne, and margaritas
Island Sunset and Skyway Light Show
Savor sunset on Outback Key, spot dolphins, and cap the night with the Skyway Bridge light show
St. Augustine Live Music Sunset Sail
Enjoy sunset views with live music, drinks, and snacks aboard a spacious catamaran
Leila Napali Sunset Sail
Sail the Napali Coast at sunset with dinner, drinks, and views worth savoring
Waikiki Friday Night Fireworks Sail with Drinks and Bento
Sail at sunset for front-row views of Waikiki’s Friday fireworks, with drinks and a bento included
Kalapaki Sunset Catamaran Cruise
Sail a 50-foot catamaran at sunset with drinks, music, and island history



