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

01.

Flexible Tour Schedule

Choose from a 2, 3, 4, 5, or 6 hour tour to the best swim and snorkeling spots. We've got a tour that fits your desired start time and duration.

02.

a personal Touch

Tell us what you're looking for and we can customize your day. Want an overnight trip? Let us know!

03.

Experienced and Friendly Crew

Our captains are certified by the American Saling Association and have many years of experienced sailing in Hawaiian waters. You are in great hands!

Great People.
Amazing Tours.
Beautiful Hawaii.

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

Highly recommend booking with Captain Rob! The experience was perfect and very relaxing for our small group. We got the boat entirely to ourselves. We sailed out into the open sea, sun bathed on the bow of the boat and then went for a dip into the clear ocean. Captain Rob was incredibly accommodating when we wanted to stay out for an extra hour. Leading up to the trio he was also very responsive to my questions and requests. He provided cups and ice for drinks and snorkeling gear as well. He also has great stories of life on the seas!

We really enjoyed the sailing experience. Beautiful boat, amazing scenery, and wonderful captain Rob and first mate. Also enjoyed a quite bit snorkeling off Waikiki. Unique experience definitely Recommend for those love nature and sea.

Had a great time with Captain Bob and crew! Fantastic value!

We had captain Nolan and Sofia in charge of sailing for the day. It was awesome! Captain Nolan was very personable and friendly. He made sailing look easy! Very knowledgeable and trustworthy. The views of diamond head and Honolulu were one of a kind from the water and we got to see some fish and turtles while snorkeling 🙂 everything was clean and comfortable! I would highly recommend booking this boat and I would do so again in the future!

Had a great time on the sail boat! My family loved it.

It was a perfect size sail boat for 4 of us. It did lack snorkel gears, but overall we had a great time.

Great job by the team with a wonderful experience.

Very awesome experience! I propose to my wife! Highly recommend!

Robert was excellent! Boat was fantastic. Wonderful way to spend my birthday. Made great memories to last a lifetime

If you are in Honolulu you MUST book with this boat. Excellent service, knowledgeable about the coastal intricacies of the Waikiki area. Very laid back and allowed us to anchor and snorkel of the coast of Waikiki at Diamond Head. An absolutely BEAUTIFUL AND AMAZING adventure.

Captain Nolan and Mate Sophia were professional and very competent. They truly made they trip very memorable. Perfect sunset, comfortable boat.

Thank you so much for providing us a beautiful & private relaxing experience to start off our first trip to Hawaii! We didnt realize how fast time flew by and wish we knew to reserve more time to check out snorkeling spots and the sandbar! We will definitely be back for another trip & to explore more! I highly recommend reserving with Robert, it was a breeze communicating with them and very affordable! Thanks again and until our next trip again!

Captain Nolan and Sophia did a great job! We had a blast and they took us to great spots

Nolan and Sofia were amazing and we had a super day on the water with them! The boat was clean and beautiful. Communication to locate the boat was clear and sent in a timely manner. Would highly recommend a trip and will definitely do it again. Except next time we want to go for longer! Thank you for making this day the highlight of our trip! 10 out of 10!

Amazing sunset cruise! Captain Nolan and Sophia were very chill and friendly. The sailing was very smooth. Overall, I am very satisfied with the experience!

Great sail and swim! Saw a pod of dolphins and a few turtles!

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!