Sail Blue Hawaii

What Sail Blue Hawaii does

Sail Blue Hawaii LLC is a privately held, founder-operated sailing charter company founded in 1996 by Capt. Gaelyn and headquartered at Kewalo Basin Harbor in Honolulu, Oahu. The company offers customized private sailing charters, sailing lessons, memorial and ash-scattering services, weddings and vow renewals at sea, marriage proposals, and global yacht delivery services. Its primary asset is a single 42-foot Beneteau 411 monohull sailing yacht named 'Kaikiwi,' which is US Coast Guard certified for 1-6 passengers; the business also brokers larger partner vessels for parties of 7-35. Sail Blue Hawaii differentiates itself from local motor-sailing catamaran competitors by hoisting sails at the start of each charter and running the vessel under sail power for the entire duration, offering a 'true sailing' experience.

The company's core technology is the Beneteau 411 platform itself—described as the best-kept charter boat in the islands—alongside the proprietary local knowledge of Capt. Gaelyn, who holds a 100-ton USCG captain's license and brings 30+ years of experience navigating Hawaiian waters between Oahu and the outer islands. The product portfolio includes time-based cruises (sunrise, sunset, full moon, Friday-night fireworks, stargazing), seasonal whale watching (December-April), tradewind day-sails, multi-day inter-island adventures, sailing lessons, and life-event services. Pricing is quote-based and varies by vessel, group size, and duration, with the company explicitly preferring email/phone-based personalized booking over cold online checkout to customize each experience.

Sail Blue Hawaii operates a direct-to-consumer go-to-market model with no third-party tour operator distribution, reaching customers through its own WordPress website, blog content, organic social (Facebook, Instagram, Twitter/X, YouTube), and review platforms (TripAdvisor, Yelp). Customer segments are predominantly tourist use-cases (Waikiki visitors), couples and romantics, families, life-event clients, and a small base of local residents and sailing learners. The company has no disclosed external funding, no subsidiaries, and no headcount or revenue disclosed; it is wholly owner-operated.

Name

Sail Blue Hawaii

Legal name

Sail Blue Hawaii LLC

Website

https://www.sailbluehawaii.com

Company type

Private

Operating status

Operating

Short description

Sail Blue Hawaii is a Honolulu-based, founder-operated private sailing charter company offering customized day-sails, sunset cruises, whale watching, sailing lessons, weddings, and yacht deliveries aboard the 42-ft Beneteau 'Kaikiwi' for tourists, couples, and families visiting Oahu.

Ownership category

akta.pro rank

Product category

Sailing Charter Services

NAICS

Scenic and Sightseeing Transportation, Water (48721), Scenic and Sightseeing Transportation, Water (487210), Coastal and Great Lakes Passenger Transportation (483114)

SIC

Water Transportation (4400)

akta.pro primary industry

Private Yacht & Luxury Boat Charters (With Crew) (THAJALAE)

akta.pro secondary industries

Cruise Yacht Charters (Private Crewed) (THAEADAG), Sightseeing & Scenic Boat Tours (Harbor, Sunset, Dolphin/Whale Watching) (THAJAJAA)

Keywords

• Private sailing charters
• Yacht charter services
• Sailing lessons
• Whale watching tours
• Sunset cruises

Headquarters

HQ city

Honolulu

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales, Infrastructure

Revenue model

1. Private Sailing Charters: Day-sailing charters on the 42-ft Beneteau Kaikiwi with up to 6 passengers. Pricing is quote-based and depends on vessel choice, number in group, and desired duration. The company also offers larger vessels for parties of 7-35 passengers.
2. Sailing Lessons: Personalized sailing instruction for all experience levels, from beginners to seasoned sailors. First lesson teaches that 'ropes' are actually called 'lines' in nautical terminology.
3. Yacht Deliveries: Captain Gaelyn offers yacht delivery services to anywhere in the world, either sailing or power boats. Customer can stay home or accompany the delivery.

Pricing tiers

Go-to-market motion1 record

Distribution channels4 records

Marketing channels8 records

Core offering

Sail Blue Hawaii offers private sailing charters and customized boat tours aboard a 42-foot US Coast Guard-approved Beneteau 411 monohull yacht named 'Kaikiwi', operating from Kewalo Basin Harbor in Honolulu. Services include day-sails, sunrise and sunset cruises, whale watching, full moon sails, sailing lessons, weddings/proposals, ash scatterings, and inter-island multi-day adventures. Larger partner vessels are available for parties of 7-35 passengers.

Product overview

Sail Blue Hawaii operates as a private sailing charter company offering customized sailing experiences aboard their primary vessel, the 42-ft Beneteau 411 monohull yacht 'Kaikiwi'. The company provides a portfolio of time-based cruise products (sunrise, sunset, day-sail), special occasion services (weddings, proposals, memorials), wildlife experiences (whale watching, dolphin viewing), and instructional offerings (sailing lessons). Their model emphasizes true sailing (hoisting sails at charter start) versus motor-sailing, private charters (no shared rides), and fully customizable itineraries. Additional services include yacht delivery by Captain Gaelyn and extended multi-day island-hopping adventures.

Differentiator

Problem solved

Functional benefit

Products and services

• Private Sailing Charters Core private sailing charter service aboard the 42-ft Beneteau monohull yacht 'Kaikiwi' from Kewalo Basin Harbor, Honolulu. Customizable experiences for up to 6 passengers; larger vessels available for groups of 7-35.
• Sunrise Cruises

Quantifiable outcome

• 12-18 knot trade winds typical during sailing experiences
• +1 more outcomes

Named customers7 records

Segments7 records

Ideal customer profiles7 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature3 records

Partnerships

One partnership is on record.

• Cruising CompassminorOthersFeatured in Cruising Compass e-magazine, an online sailing publication that highlighted Kaikiwi's name origin and Capt. Gaelyn's story as a 'salt water kiwi' (New Zealander sailing Hawaiian waters).

Scale indicators2 records

Recent moves6 records

Expansion highlights5 records

Broad incumbents

• Dream Yacht Charter: Global crewed yacht charter company with bareboat and skippered yacht offerings across major sailing destinations. Relevant comparable because the worldwide yacht-delivery service Sail Blue Hawaii offers overlaps with Dream Yacht's franchise-style charter network.
• Trilogy Excursions: Well-established Maui-based sailing catamaran operator offering scheduled ocean tours, snorkel experiences, and whale watching. Overlaps on sailing product and Hawaii tourist market but operates at much larger group scale and is primarily shared-experience rather than private.
• Hawaii Nautical: Larger Hawaii marine tour operator offering a wide portfolio including whale watching, sunset cruises, snorkel tours, and sailing across multiple islands. Competes broadly for Hawaii tourist activity dollars but does not focus on a private-crewed sailing niche.
• Pacific Whale Foundation: Maui-based nonprofit operating eco-tour whale-watching and ocean rafting cruises. Overlaps with Sail Blue Hawaii's whale-watching season product and competes for the same tourist demographic, but at much larger group scale and as a conservation org rather than a private-charter brand.

Direct peers

• Pure Sailing Hawaii: Honolulu-based private sailing charter company offering custom ocean experiences off Waikiki and Oahu's south shore. Direct local competitor in the same harbor geography with the same private-charter business model and sailing product mix.
• Captain Andy's Sailing Adventures: Maui-based small-group/private sailing charter operator with a similar captain-led, intimate experience positioning. Comparable business model and product (private or small sailing charters in Hawaiian waters) but in a different Hawaiian island market.
• Makani Sailing Charters: Hawaii-based private sailing charter operator offering customizable day-sails and sunset cruises with crew; directly comparable in product (private sailing experiences), geography (Hawaii), and target customer (tourists seeking intimate ocean experiences).
• Honolulu Sailing Company: Oahu-based sailing charter operator offering private and small-group sails from Waikiki waters. Closely overlapping product, market, and price point to Sail Blue Hawaii, with similar emphasis on monohull-style authentic sailing.

Regional players

• Mau'i Mike's Beach & Ocean Activities: Maui-based charter and ocean activity provider offering private sailing/snorkel packages. Comparable private-charter product but serves a different Hawaiian island market rather than directly competing in Honolulu.
• Sail Caribbean: Caribbean private sailing and crewed yacht charter operator with a similar niche offering of captain-led day-sails and multi-day charters. Comparable boutique private-sailing product, but in a different geography (Caribbean rather than Hawaii).

Market position

Strengths4 records

Weaknesses4 records

Competitive moat4 records

Key risks5 records

Key highlights6 records

Customer concentration

• Xtwitter.com/SailHawaii
• YouTubestudio.youtube.com/channel/UCQj-_imOb1OTCPm_xPXZukg/videos
• Facebookfacebook.com/Sail-Blue-Hawaii-225857857460600
• Instagraminstagram.com/sail_blue_hawaii

Compliance1 record

Revenue estimate

Valuation estimate

Number of profiles

Profiles1 record

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Sail Blue Hawaii