Blue Ocean Club
5 days · 5 stops

5-Day Honolulu Yacht Charter Itinerary: O'ahu's Secluded Anchorages

Discover the quieter side of O'ahu on this exclusive Honolulu yacht charter, focusing on the island's less-frequented bays and natural wonders. This itinerary promises serene anchorages, pristine snorkelling spots, and a deep connection with the Pacific's untouched beauty. Your O'ahu yacht charter allows you to escape the crowds, finding peaceful coves perfect for swimming, paddleboarding, and simply unwinding. Experience the true essence of Hawaii, from the dramatic cliffs of the Ka'ena Point to the tranquil waters of the windward coast.

Scroll to explore ↓

  1. DAY 01

    Honolulu & Kaimana Beach

    Depart from Ala Wai Harbor and cruise along the iconic Waikiki shoreline, bypassing the crowds for a more intimate anchorage off Kaimana Beach, near Sans Souci State Recreational Park.

    • Sunset views of Diamond Head
    • Swimming at Kaimana Beach
    • Paddleboarding in calm waters
    • Cocktails on deck
    Anchorage
    Off Kaimana Beach
    Dining
    Michel's at the Colony Surf for oceanfront fine dining
  2. DAY 02

    Maunalua Bay & Spitting Cave

    Head east to the expansive Maunalua Bay, a large, relatively calm bay ideal for water sports. Explore the volcanic rock formations along the coastline, including the dramatic Spitting Cave.

    • Kayaking or paddleboarding in Maunalua Bay
    • Snorkelling near Portlock Point
    • Views of the Spitting Cave (from a safe distance)
    • Exploring the tide pools
    Anchorage
    Maunalua Bay (offshore)
    Dining
    Kaimuki Superette for fresh, local lunch fare
  3. DAY 03

    Waimanalo Bay

    Continue along the scenic windward coast to the long, picturesque Waimanalo Bay, known for its pristine white sand and turquoise waters. This bay offers a tranquil escape.

    • Relaxing on Waimanalo Beach
    • Swimming in the calm, clear waters
    • Beachcombing for shells
    • Views of Manana Island (Rabbit Island)
    Anchorage
    Waimanalo Bay (offshore)
    Dining
    Ono Steaks and Shrimp Shack for casual local eats
  4. DAY 04

    Kahana Bay & Crouching Lion

    Cruise further north to the secluded, horseshoe-shaped Kahana Bay, nestled between lush mountains. The dramatic 'Crouching Lion' rock formation guards the entrance.

    • Swimming in the calm waters of Kahana Bay
    • Hiking to the Crouching Lion lookout (land excursion)
    • Exploring Kahana Valley State Park
    • Fishing from the yacht
    Anchorage
    Kahana Bay (offshore)
    Dining
    Uncle Bo's Pupu Bar & Grill (drive to Haleiwa)
  5. DAY 05

    Return to Honolulu

    Enjoy a leisurely breakfast and a final swim in Kahana Bay before beginning the scenic journey back towards Honolulu, passing vibrant coastal landscapes.

    • Sunrise over Kahana Bay
    • Last opportunity for a swim
    • Panoramic coastal views on return cruise
    • Reflecting on O'ahu's hidden gems
    Anchorage
    Ala Wai Harbor (marina)
    Dining
    The Pig and the Lady for modern Vietnamese
Internal link web

Build a week from this itinerary — every related page

The Blue Ocean Club archive — destinations, sample itineraries, seasonal guides, marquee events, marinas and editorial reading. Everything cross-references everything else, so you can plan a week from any starting point.

Popular destinations
Editorial reading