SAIL AWAY IN HAWAII
Extreme Inter-Island Sailing

“At sea, one learns how little a person needs, not how much” – Robin Lee Graham


Extreme Inter-Island Sailing

Oahu, Molokai, Lanai, Maui, Island of Hawaii (“Big Island”), or Kauai

Welcome to the wonderful world of Hawaii. Expand your horizons with a boating vacation on a Jeanneau 44 DS Sun Odyssey 440 to Hawaii’s islands. Whether you are a veteran sailor or a power yachtsman or just beginning, Hawaii waters are your discovery with the best sailing in the world. Combine simplicity with perfection to make your sailing vacation a reality.

Sailing Packages

  • 1-Day Package – Oahu
    Depart Ala Wai Boat Harbor at 9am, sail past Diamond Head to Makapuu Point (east end of Oahu), and return to Ala Wai Boat Harbor approximately 4pm or thereabouts.
    Cost: $2500 (Min 1 pers / Max 6 pers)
  • 4-Day Package – Oahu
    Includes sail around Oahu, with overnights at spectacular Kaneohe Bay and the charming harbor of Haleiwa Town.Day 1 – Depart Ala Wai Boat Harbor no later than 8am. Anchor Kaneohe Bay by sunset.
    Day 2 – Enjoy morning water activities such as paddle boarding, sunbathing on floatation devices. Get under way and arrive Haleiwa same day.
    Day 3 – Explore the charming town of Haleiwa. Have a shave ice. Shop. Enjoy local cuisine at lunch wagons or local restaurants.
    Day 4 – Depart early morning and arrive Ala Wai Boat Harbor early evening.
    Cost: $10,000 (Min 1 pers / Max 6 pers)

  • 4-Day Package  – Oahu, Lanai + Molokai
    Includes Oahu, Lanai and Molokai.
    Day 1 – Depart Ala Wai Boat Harbor one hour before sunset. Sail overnight. Arrive Lanai Harbor by 10 am depending on the weather.
    Day 2 – Visit the charming town of Lanai City, swim at Manele Bay or relax on the beach.
    Day 3 – Sail to Molokai arriving Kaunakakai Harbor before sunset. One-mile walk to the historic town of Kaunakakai.
    Day 4 – Get under way for Oahu returning to Ala Wai Boat Harbor before sunset.
    Cost: $10,000 (Min 1 pers / Max 6 pers)
     

  • 5-Day Package – Oahu, Lanai, Maui + Molokai
    Includes Oahu, Lanai, Maui, and Molokai.
    Enjoy a taste of Hawaiian local culture.
    Day 1 – Depart Ala Wai Boat Harbor one hour before sunset. Sail overnight. Arrive Lanai Harbor by 10 am depending on the weather.
    Day 2 – Visit the charming town of Lanai City or spend time at the beach at Manele Bay before continuing to Maui the same day. Arrive Maui in the evening and anchor offshore.
    Day 3 – Visit Maui.
    Day 4 – Following breakfast get underway for Molokai, arriving Kaunakakai Harbor. Visit the historic town of Kaunakakai.
    Day 5 – Get under way for Oahu returning to Ala Wai Boat Harbor before sunset.
    Cost: $12,500 (Min 1 pers / Max 6 pers)
     

  • 6-day Package – Oahu + Kauai
    Sail to Kauai, around the island passing by the island of Niihau, and back to Oahu.Day 1 – Depart Ala Wai Boat by 8am sailing throughout the day and overnight, arriving Nawiliwili Harbor the morning of the following day.
    Day 2 – Spend the remaining day exploring the town of Lihue.
    Day 3 – sail around half the island anchoring at Hanalei Bay.
    Day 4 – Sail along the beautiful Waimea coastline and falls and passing by the island of Niihau on the way to Hanapepe Bay (Port Allen).
    Day 5 – Depart to Koolina Marina on west Oahu. Time permitting, swim at the beautiful lagoons.
    Day 6– Return to Ala Wai Boat Harbor by sunset.
    Cost: $15,000 (Min 1 pers / Max 6 pers)
     

  • 8-day package – Oahu, Lanai, Maui, Big Island + Molokai
    Includes Lanai, Maui, Island of Hawaii (“Big Island”), and Molokai. Enjoy a taste of Hawaiian local culture.Day 1 – Depart Ala Wai Boat Harbor one hour before sunset. Sail overnight. Arrive Lanai Harbor by 10 am depending on the weather.
    Day 2 – Visit the charming town of Lanai City, swim at Manele Bay or relax on the beach.
    Day 3 – Depart for the Island of Hawaii (“Big Island”) arriving at Honokohau Harbor.
    Day 4 – Visit the local town of Kona.
    Day 5 – Sail to Maui arriving same day at Molokini Harbor or anchoring offshore.
    Day 6 – Following breakfast get underway for Molokai, arriving Kaunakakai Harbor.
    Day 7 – Visit the historic town of Kaunakakai.
    Day 8 – Get under way for Oahu returning to Ala Wai Boat Harbor before sunset.
    Cost: $20,000 (Min 1 pers / Max 6 pers)

All tours are contingent on weather and sea conditions. Arrival times and ports of call may have to be changed due to weather and sea conditions. While not common, seas may be flat requiring motoring. Departure times are flexible.

“The sea hates a coward.” – Eugene O’NeillOah

Sail Away in Hawaii
Inter-island Sailing - Sail Away in Hawaii
Inter-island Sailing - Sail Away in Hawaii

Extreme Inter-Island Sailing

DETAILS

  • Duration:  As listed
  • Daily Departures:  As listed
  • Capacity:  Min 1 pers / Max 6 pers
  • Age Limit:  18 and older
  • Cost: $2500 total per day regardless of number of persons.

WHAT’S INCLUDED

  • 44-foot Jeanneau Deck Salon Sun Odyssey 440 luxury yacht
  • Cold drinking water, soft drinks, and juices
  • Chips, nuts, fresh fruit
  • Stereo above and below deck
  • Charging stations with cables (Android, iOS), with USB and C ports
  • Hot/cold water above and below deck
  • Bathrooms below deck
  • USCG licensed Captain/Master of sailing vessels up to 100 tons 

WHAT TO BRING

  • Comfortable warm clothing and foul-weather gear for day and night conditions
  • Deck shoes or other appropriate sailing shoes (no black soles)
  • Towel and personal gear such as soap
  • Sun protection (hat or visor, sunglasses, sunscreen)
  • Snorkel gear, etc (optional) (customer is responsible for having a back pack to stow individual gear while onboard)
  • Food for meals (bring to boat evening before departure for stowage)
  • BYOB and drinks of choice (optional) (must be 21 years old with ID to bring alcoholic beverages on board)