We're here to help
    Book online or call (650) 414-7338
    1. Local experiences/
    2. Honolulu, HI/
    3. Water Activities/
    4. Sailing/
    5. Waikiki BYOB Afternoon Sail to Diamond Head
    Why travelers choose Greetwell
    Curated by our team

    Every experience is selected and approved for quality and safety

    Personal concierge

    Real humans available to help before, during, and after your booking

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else

    Easy booking

    Reserve in minutes with flexible cancellation on most experiences

    Greetwell

    Be a guest, not a tourist.

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners

    Concierge Support

    • Help Center
    • (650) 414-7338
    • Contact our team

    Safe & Secure Payments

    © 2025 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Waikiki BYOB Afternoon Sail to Diamond Head

    Sail Waikiki’s coast on a 1-hour BYOB cruise with Diamond Head views

    From$31/ person

    Duration

    1 hour

    Includes

    1-hour sail, Crew, Cooler with ice

    Highlights

    Sail Waikiki’s coastline on a relaxed, 1-hour BYOB cruise toward Diamond Head. Enjoy ocean breezes, wide-open views, and easy photo moments.

    1. Bring your favorite drinks for a chill BYOB sail
    2. Capture Diamond Head and Waikiki from the water
    3. Relax in open-air seating with ocean breeze
    4. Arrive 30 minutes early at Prince Waikiki Dock
    5. Look for the "Island Magic" boat at check-in

    What's Included

    1. 1-hour sailing experience
    2. Professional crew
    3. Cooler with ice for BYOB
    4. Open-air seating and panoramic views
    5. Scenic route toward Diamond Head

    Things to know

    Alcohol is permitted for guests 21+ only; no glass containers. Trips may be rescheduled or refunded if minimum guest requirements are not met. Please arrive 30 minutes before departure; timing may vary with weather.

    FAQs

    Q: Is this a party boat?

    A: Nope, it’s a relaxed, scenic cruise with chill vibes

    Q: Can we swim?

    A: This sail is cruise-only — no water entry

    Q: Are kids allowed?

    A: Yes, and children must be supervised at all times

    Q: What if it rains?

    A: Light rain won’t stop us; for heavy weather, we’ll reschedule or refund

    Cancellation policy

    Changes or cancellations must be made at least 24 hours before the scheduled tour. Tours may be canceled and rescheduled or refunded if minimum passenger requirements are not met.

    Meeting location

    Prince Waikiki Dock

    Experience provided by Aloha Sails Waikiki
    Experience provided by Aloha Sails Waikiki

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #UDTPWW

    Guest

    $31.50

    Ages 4+

    1

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    Search all experiences

    Discover what we've curated for you

    5.0 stars• 100 reviews

    Review summary

    5.0
    Excellent
    100 reviews•Google Maps

    Aloha Sails delivers exactly what travelers want from a Waikiki sailing experience: a friendly crew that genuinely cares, reasonable prices, and memorable moments on the water. The captain and staff earn consistent praise for their warmth and attentiveness, with names like DJ and Emma popping up repeatedly as standouts. Families love how welcoming they are with kids of all ages, while groups of friends rave about the high-energy vibe, music, and dancing on sunset cruises. The BYOB policy lets you bring your own drinks and snacks, and they provide coolers with ice. The experiences themselves hit all the highlights. Sunset sails often align with Friday fireworks from Hilton Village, creating a magical backdrop from the water. Snorkel trips offer ample time to swim with sea turtles and tropical fish in calm, clear spots. Several reviewers mention this was the standout activity of their entire Hawaii vacation. The intimate catamaran keeps groups small and the atmosphere relaxed. One helpful tip from multiple guests: if you're prone to motion sickness, sit up front where you can watch the horizon and consider taking Dramamine beforehand.

    What people are saying

    Review 1 of 5
    5/5

    We had a picture‑perfect day out on the water with Aloha Sails Waikiki and I can’t recommend this snorkeling trip enough. From the moment we checked in, the crew made everyone feel welcome and excited for the adventure ahead. The ride out was half the fun—sitting up front meant catching a few salty splashes as we bumped over playful waves, but the laughter it sparked set the tone for the whole outing. The captain found a calm, crystal‑clear spot and gave us more than enough time to explore. The crew kept a watchful eye while still giving us plenty of freedom, so we never felt rushed back aboard. The boat does have a restroom (a nice reassurance), though I never needed it thanks to the smooth, well‑timed itinerary. After everyone was back on deck, we took a leisurely cruise around the coastline before heading in—it was so relaxing none of us wanted the day to end. Beautiful weather, a fun ride, attentive crew, and plentiful time in the water made this excursion a standout. If you’re looking for an easygoing, wildlife‑rich snorkeling adventure, hop aboard—you’ll be planning your next trip before you even dock.

    Photo of Junko Kobashigawa

    Junko Kobashigawa

    4 months ago

    Review 1 of 1
    5/5

    We had a picture‑perfect day out on the water with Aloha Sails Waikiki and I can’t recommend this snorkeling trip enough. From the moment we checked in, the crew made everyone feel welcome and excited for the adventure ahead. The ride out was half the fun—sitting up front meant catching a few salty splashes as we bumped over playful waves, but the laughter it sparked set the tone for the whole outing. The captain found a calm, crystal‑clear spot and gave us more than enough time to explore. The crew kept a watchful eye while still giving us plenty of freedom, so we never felt rushed back aboard. The boat does have a restroom (a nice reassurance), though I never needed it thanks to the smooth, well‑timed itinerary. After everyone was back on deck, we took a leisurely cruise around the coastline before heading in—it was so relaxing none of us wanted the day to end. Beautiful weather, a fun ride, attentive crew, and plentiful time in the water made this excursion a standout. If you’re looking for an easygoing, wildlife‑rich snorkeling adventure, hop aboard—you’ll be planning your next trip before you even dock.

    Photo of Junko Kobashigawa

    Junko Kobashigawa

    4 months ago

    Nearby activities

    Thumbnail

    Private Boat Charter Along Oahu Coastline

    From$1,452
    Thumbnail

    50cc Moped Rental with Waikiki Delivery

    From$50
    Thumbnail

    2024 Suzuki Burgman 400 ABS Scooter Rental in Waikiki

    From$125
    Thumbnail

    2024 BMW GS 310 ABS

    From$125
    Thumbnail

    2024 Harley Davidson Low Rider S 117ci ABS

    From$205
    Thumbnail

    2024 Triumph Scrambler 900 Motorcycle Rental in Waikiki

    From$165