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Private Waikiki Sailing Tours — Whale Watches, Snorkels & Sunset Cruises

Small-group and private charters from Honolulu with a USCG licensed captain aboard the Universe.

  1. Adventure Tour Operators
  2. Waikiki Sailing Tours

Featured Sailing Tours

Private and small-group cruises: whale watching, snorkeling, Diamond Head sails, and sunset experiences.

Whale Watch Sailing Tour in Honolulu, Hawaii
Honolulu

Whale Watch Sailing Tour in Honolulu, Hawaii

Set sail on a private whale watching tour from Honolulu with Waikiki Sailing Tours to witness humpback whales, dolphins, and sea turtles in their natural habitat.

The Adventure Collective

The Adventure Collective Discover, plan, and share your outdoor adventures with our global community of explorers.

Add as a preferred

source on Google

Explore Adventures

  • All Adventures
  • Boat Charters
  • Water Activities
  • Fishing
  • Land Adventures
  • Motorized Land
  • Winter Sports

Explore Adventures

  • Aerial Adventures
  • Wildlife & Nature
  • Camping & Overnight
  • Climbing & Mountaineering

Find Local Experts

  • Browse Local Experts
  • Become a Featured Expert

Company

  • About Us
  • Editorial Policy
  • Advertising
  • Add Your Business
  • Contact Us
  • The Adventure Network

Legal & Privacy

  • Privacy Policy
  • General Terms and Conditions
  • Cookies and Marketing Preferences
  • Legal Notice
  • Information according to the Digital Services Act
  • Do not Sell or Share my Personal Information
  • Sitemap

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View All Adventure Towns

© 2026 The Adventure Collective. All rights reserved.

Editorial Policy
Whale Watch Sailing Tour in Honolulu, Hawaii

Whale Watch Sailing Tour in Honolulu, Hawaii

wildlife nature
boat charters
Honolulu, Hawaii
Friday Night Fireworks Sailing in Honolulu, Hawaii
Honolulu

Friday Night Fireworks Sailing in Honolulu, Hawaii

Set sail on a private 2-hour journey to Diamond Head for sweeping views of Honolulu's famous Friday night fireworks. Enjoy the serenity of the ocean paired with dazzling city lights for a truly unforgettable evening.

Friday Night Fireworks Sailing in Honolulu, Hawaii

Friday Night Fireworks Sailing in Honolulu, Hawaii

aerial adventures
Honolulu, Hawaii
Private Sailing Tours for Special Events in Honolulu
Honolulu

Private Sailing Tours for Special Events in Honolulu

Host your next wedding, birthday, or corporate event on a private sailing tour in Honolulu with Waikiki Sailing Tours. Enjoy up to six guests, a USCG licensed captain, and a fully customized ocean experience.

Private Sailing Tours for Special Events in Honolulu

Private Sailing Tours for Special Events in Honolulu

others
Honolulu, Hawaii
Private Diamond Head Sailing & Swimming Adventure in Honolulu
Honolulu

Private Diamond Head Sailing & Swimming Adventure in Honolulu

Set sail from Ala Wai Boat Harbor for a private 2.5-hour yacht tour along Waikiki’s stunning coastline. Swim, snorkel, and spot dolphins near the iconic Diamond Head Crater.

Private Diamond Head Sailing & Swimming Adventure in Honolulu

Private Diamond Head Sailing & Swimming Adventure in Honolulu

boat charters
water activities
Honolulu, Hawaii
Private Sunset Sailing Tour in Honolulu, Hawaii
Honolulu

Private Sunset Sailing Tour in Honolulu, Hawaii

Sail away on a private boat and witness Honolulu’s breathtaking sunsets on this exclusive two-hour tour. Perfect for small groups seeking an intimate, customizable adventure during the Golden Hour.

Private Sunset Sailing Tour in Honolulu, Hawaii

Private Sunset Sailing Tour in Honolulu, Hawaii

boat charters
water activities
Honolulu, Hawaii
Sunrise Sail & Turtle Snorkel in Honolulu, Hawaii
Honolulu

Sunrise Sail & Turtle Snorkel in Honolulu, Hawaii

Set sail at dawn and snorkel alongside sea turtles in Turtle Canyon. Discover why this early morning tour is a favorite for those seeking an unforgettable Hawaiian adventure.

Sunrise Sail & Turtle Snorkel in Honolulu, Hawaii

Sunrise Sail & Turtle Snorkel in Honolulu, Hawaii

boat charters
water activities
+1
Honolulu, Hawaii
Waikiki Sailing Tours’ Romantic Sunset Yacht for Couples in Honolulu
Honolulu

Waikiki Sailing Tours’ Romantic Sunset Yacht for Couples in Honolulu

Discover a romantic private yacht cruise in Honolulu with Waikiki Sailing Tours. Witness stunning sunsets, encounter marine wildlife, and tailor your adventure for an unforgettable escape on the open sea.

Waikiki Sailing Tours’ Romantic Sunset Yacht for Couples in Honolulu

Waikiki Sailing Tours’ Romantic Sunset Yacht for Couples in Honolulu

boat charters
water activities
Honolulu, Hawaii

About Waikiki Sailing Tours

Waikiki Sailing Tours is a Honolulu-based charter company offering private and small-group sailing experiences aboard the Universe.

The operation specializes in short, scenic cruises around Waikiki and Diamond Head, including whale-watching, sunrise and sunset sails, snorkeling, and custom private events.

Trips include a two-hour Whale Watch Sailing Tour to view migrating humpback whales off Oahu, a Friday Night Fireworks sail with waterfront views of the Waikiki fireworks show, and a Diamond Head Sail & Swim that departs from Ala Wai Boat Harbor for snorkeling and swimming near the crater. Early-morning options include Sunrise Turtle Snorkel and Sunrise Sail & Turtle Snorkel, both designed for snorkelers hoping to see sea turtles and reef fish. Private options accommodate up to six guests and are ideal for couples, small groups, weddings, birthdays, and corporate gatherings.

The crew operates with a USCG licensed captain and provides customizable itineraries on the privately chartered vessel. Guests can expect opportunities to spot dolphins and sea turtles on many trips, plus photo views of Honolulu’s coastline. Reservations can be tailored for romantic couples’ sails, family snorkeling mornings, or special events aboard the boat. Waikiki Sailing Tours markets itself as a small-guest, personalized sailing option in Honolulu that focuses on customized experiences, knowledgeable local navigation, and direct access to Waikiki’s marine attractions from the water.

Waikiki Sailing Tours fleet
Waikiki Sailing Tours team

Location

Honolulu, Hawaii

Operating in Waikiki and Diamond Head

Vessel

Universe

Privately chartered boat

Max Guests

Up to 6

Small private groups

Captain

USCG licensed

Licensed captain on every charter

Waikiki Sailing Tours in Honolulu

Waikiki Sailing Tours offers private and small-group sailing charters in Honolulu, Hawaii, operating aboard the vessel Universe. Popular trips include whale watching, sunrise and sunset sails, snorkeling at Turtle Canyon, Diamond Head excursions, Friday Night Fireworks cruises, and special-event charters. Trips are led by a USCG licensed captain and can be customized for up to six guests, making each booking a private, personalized ocean experience.

Key Tours and Experiences

  • Whale Watch Sailing Tour: a two-hour cruise aboard the Universe focused on viewing migrating humpback whales off Oahu, with chances to see dolphins and sea turtles.
  • Diamond Head Sail & Swim: a 2.5-hour private yacht adventure departing Ala Wai Boat Harbor for snorkeling and swimming near Diamond Head Crater.
  • Sunrise Turtle Snorkel / Sunrise Sail & Turtle Snorkel: early-morning snorkeling at Turtle Canyon to view sea turtles and reef fish with sunrise over Diamond Head.
  • Sunset Tour: two-hour private sails showcasing Waikiki’s Golden Hour, tailored for couples or small groups.
  • Friday Night Fireworks: a two-hour sail offering waterfront views of the Waikiki fireworks show.
  • Special Events: private charters for weddings, birthdays, and corporate outings, customizable for up to six guests.

Why This Service Matches Traveler Intent

Searchers looking for keywords like "Waikiki sailing tours," "Honolulu whale watching," "Diamond Head snorkeling," "Sunset sail Waikiki," or "private yacht charter Waikiki" will find offerings that match those intents. The small-guest format and private charters provide personalized attention, flexible itineraries, and direct access to marine wildlife viewing opportunities around Waikiki and Diamond Head.

Booking and Practical Details

  • Departure point listed for specific trips: Ala Wai Boat Harbor (used for Diamond Head Sail & Swim).
  • Typical durations: two to 2.5 hours depending on the tour.
  • Vessel: Universe.
  • Capacity: up to six guests per private charter.
  • Crew: USCG licensed captain.

SEO and Conversion Tips

  • Use clear title tags and meta descriptions such as "Waikiki Sailing Tours — Whale Watching & Sunset Sails in Honolulu" and "Private Yacht Charters on the Universe | Up to 6 Guests."
  • Include structured data for tours, prices, and departure locations to assist search engines and improve visibility for queries like "book whale watching Waikiki."
  • Display visuals of the Universe vessel, Diamond Head, turtles, and dolphins to boost conversions.
  • Provide packing guidance (towels, reef-safe sunscreen, swimwear), safety briefings, and cancellation policies to reduce booking friction.

Emphasize private charters, USCG licensed captain credentials, and small-group wildlife-focused sailing experiences to attract travelers seeking intimate, memorable outings in Waikiki.

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Book a Private Waikiki Sailing Experience

Reserve an up-to-six guest charter on the Universe for whale watching, snorkeling, sunrise, or sunset — USCG licensed captain and customizable itineraries.