Exclusive Private Tours
Sail Away in Paradise
Private sailing adventure on a Beneteau 43 Foot Luxury Yacht
Leave the shore behind and get a new perspective of Oahu. Away from the crowd, you’ll feel the freedom that only sailing brings.
Book the Sail of your dreams
Amazing tours in the blue waters around oahu with a great team of expert captains.
Why Seas the Day Is The Perfect Choice
Special Occasion Charters
Some occasions need a custom charter. At Seas the Day, we offer personalized service. Let us create a unique sail that matches your event.
what our guests say about us
Looking for an overnight experience?
Sail Overnight to Kaneohe Sandbar
Kaneohe Bay is the most sheltered bay in the Hawaiian Islands. This 17 square mile oasis on the Windward coast of Oahu is home to many reef fish, honu (sea turtles), manta rays, and hammerhead sharks. Take off on an amazing sail from the Kewalo basin. We head toward Diamond Head and turn north up the dramatic volcanic coast passing Hanauma Bay, Sandy Beach, and Makapu’u Light House. After rounding Mokapu Peninsula, we enter the calm waters of Kaneohe Bay. The turquoise water and exposed sandbar make for a getaway sail like no other.
- Two days, one night $3,895 (includes Boat/Crew/Food/Taxes)
Around Oahu Charter Cruise
There is no better way to experience sailing in Hawaii! Starting at Kewalo, we whisk you away to our favorite coves around Oahu. To plan your trip, we will take into account the weather and activities you desire and craft an itinerary to the best spots for the days you’ve booked. This is our favorite tour. Everyone aboard has an amazing sailing experience.
- Three days, two nights $4,950 (includes Boat/Crew/Food/Taxes)
Captain Robert Rupnow
A waterman from the beginning, I grew up as an avid water skier and fisherman in Wisconsin. After graduating from college, I left Wisconsin (too cold!) and started sailing and scuba diving in the Florida Keys and Bahamas. This is where the thirst for sailing and cruising really took hold.
During the next two years, I sailed a 36-foot Columbia sailboat from San Francisco to Miami. During this journey, my need to go sailing became even stronger. My life was forever changed when I became friends with the owners of a 106-foot Schooner. They invited me to sail with them to the South Seas. I said yes, leaving everything behind.
The first stop was Hawaii. We made landfall in Hilo in 1977. It was love at first sight. Instead of sailing on to the South Seas, I jumped ship. Hawaii has been my home ever since.
In the early ‘80s, I ran a sailing club that went on an interisland trip every month. I also became a Certified American Sailing Association sail instructor. Currently, I live in a private harbor, Makani Kai Marina, in Kaneohe. I am in paradise and go sailing, paddle boarding, kayaking, and fishing every day. Life is good!
Come taste the good life with me and Seas the Day!