Sailing Collective Travel Co.

What Sailing Collective Travel Co. does

Sailing Collective Travel Co. (operating as The Sailing Collective LLC, a New Hampshire entity) is an independent, direct-to-consumer sailing vacation company founded in 2012 by Dayyan Armstrong and Ross Beane. The company operates group sailing trips, private and luxury yacht charters, bareboat rentals, and an American Sailing Association (ASA)-certified sailing school across more than 15 countries. It has remained family-run with no external funding and a small named leadership team, distributing its offering primarily through owned editorial content, social media, lifestyle-brand collaborations, and third-party travel advisors.

The product mix spans Group Travel, Private Charters, Luxury Yacht Charters, Bareboat Charters, the Passage Offshore Sailing School (ASA-certified), an Artist Residency program, the Collective Concierge add-on service, and a culinary program. Customers transact directly with the operator under a deposit-based booking model: a 50% deposit at reservation with final payment 60–90 days before departure, plus a 4% processing fee. Brand reach is built through editorial placements in Vogue, Barneys, Travel + Leisure, and The Wall Street Journal, alongside partnerships with lifestyle brands (Free People, Sperry, Sky Ting Yoga, At Large Magazine, Vacationland Productions) and operational partnerships with the American Sailing Association and Global Rescue.

The business model is asset-light: the company sources and programs third-party vessels and crew rather than owning a fleet, monetizing through trip margin, charter fees, school tuition, and add-on services (concierge, culinary, residency). Distribution is omnichannel-direct — owned site, editorial/journal content, social channels, brand collaborations, and a travel-advisor channel — with the Sailor's Club (founded 2020) functioning as a soft retention vehicle. There is no disclosed revenue, no headcount beyond a small leadership group, and no evidence of technology platform infrastructure beyond a standard booking flow.

Name

Sailing Collective Travel Co.

Legal name

The Sailing Collective LLC

Website

https://sailingcollective.com

Company type

Private

Founded year

2012

Operating status

Operating

Headcount range

11–50 employees

Short description

Sailing Collective Travel Co. is an independent, direct-to-consumer sailing vacation company founded in 2012 that operates group trips, private and luxury charters, bareboat rentals, and an ASA-certified sailing school across 15+ countries, serving individual travelers via owned editorial content and lifestyle-brand partnerships.

Ownership category

akta.pro rank

Product category

Sailing Vacation Services

NAICS

Scenic and Sightseeing Transportation, Water (48721), Deep Sea Passenger Transportation (483112)

SIC

Water Transportation (4400), Services-Miscellaneous Equipment Rental & Leasing (7350)

akta.pro primary industry

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

akta.pro secondary industries

Cruise Yacht Charters (Private Crewed) (THAEADAG), Crewed Yacht Charters (Luxury Crewed) (THAEAEAA), Cabin Charters & Shared Yacht Trips (THAEADAH), Bareboat Yacht Charters (Self-Skippered) (THAEAEAB), Sailing Experiences (Lessons, Regattas, Day Sails) (THAJAJAG), Luxury Yacht & Small-Ship Expedition Cruises (THAEABAF)

Keywords

• Crewed sailing charters
• Sailing vacation packages
• Luxury yacht charters
• ASA sailing education
• Private sailing charters

GTM type

B2C

Offering type

Services

Cost components

Personnel, Operations, Supply Chain, Marketing or Sales, Others, Technology or R&D

Revenue model

1. Sailing Vacation Packages: The company generates revenue through selling sailing vacation packages including group journeys, private charters, luxury yacht charters, and bareboat charters. Packages include onboard meals, cabin accommodations, crew services, fuel, and basic mooring fees.
2. Sailing School Courses: ASA-certified sailing courses offered as liveaboard programs lasting 6-14 days in unique destinations worldwide. Courses include Basic Keelboat, Coastal Cruising, Bareboat Charter, Coastal Navigation, and Advanced Coastal Cruising certifications.

Pricing tiers

Go-to-market motion2 records

Distribution channels3 records

Marketing channels6 records

Core offering

Sailing Collective sells crewed sailing vacation experiences worldwide, including shared-cabin group journeys, fully customized private charters, luxury yacht charters aboard vessels up to 100 feet, and unscrewed bareboat rentals. Packages bundle the vessel, captain and chef crew, onboard meals, fuel, and basic mooring fees. The company also offers ASA-certified liveaboard sailing education through its Passage Offshore Sailing School sub-brand, with courses ranging from Basic Keelboat 101 to Advanced Coastal Cruising 106.

Product overview

Sailing Collective Travel Co. operates as a sailing vacation company offering multiple service tiers centered around crewed sailing voyages. The core product portfolio consists of Group Travel (shared cabin bookings), Private Charters (fully customized experiences), Luxury Yacht Charters (premium vessels up to 100 feet), and Bareboat Charters (unsupervised rentals for experienced sailors). Supporting services include Passage Offshore Sailing School (ASA-certified sailing education), an Artist Residency program (creative collaborations), the Collective Concierge add-on (enhanced planning), and a Culinary Program featuring professional onboard chefs. The company functions as an independent family-run business established in 2012, connecting travelers with sailing experiences across global coastlines.

Differentiator

Problem solved

Functional benefit

Brands

• Passage Offshore Sailing School: American Sailing Association certified sailing school offering ASA certifications including Basic Keelboat 101, Coastal Cruising 103, Bareboat Charter 104, Coastal Navigation 105, and Advanced Coastal Cruising 106.
• Artist Residency

Products and services

• Group Travel Shared sailing voyages where individual travelers book a cabin on a group journey to global destinations, sailing with a crew of certified captains and chefs. Packages include onboard meals, cabin accommodations, crew services, fuel, and basic mooring fees.
• Private Charters Fully customized private sailing voyages for groups of friends, families, or corporate teams of 2–10+ passengers, with personalized itineraries, dedicated crew, and culinary experiences tailored to the group's preferences.
• Luxury Yacht Charters High-end sailing experiences aboard luxury yachts, including vessels up to 100 feet, offering upscale amenities and premium service for discerning travelers seeking exclusive itineraries worldwide.
• Bareboat Charter Self-skippered sailing rentals providing the essentials for independent sailing without crew, allowing experienced sailors to navigate on their own.
• Passage Offshore Sailing School American Sailing Association (ASA) certified sailing education program offering liveaboard courses ranging from Basic Keelboat 101 to Advanced Coastal Cruising 106, taught in destinations worldwide. Courses include Basic Keelboat, Coastal Cruising, Bareboat Charter, Coastal Navigation, and Advanced Coastal Cruising certifications.
• Collective Concierge Premium planning service providing hands-on itinerary customization, including off-boat excursions, restaurant reservations, car transfers, and ongoing support from booking through journey completion.

Quantifiable outcome

• Operating since 2012 as independent family-run business

Named customers4 records

Segments4 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

Seven partnerships are on record, tiered minor and core.

• Global RescueminorOthersSailing Collective recommends and partners with Global Rescue for travel insurance and medical evacuation coverage. The company assists customers with necessary documentation when filing insurance claims.
• American Sailing Association (ASA)coreStrategic or Co-development PartnerPassage Offshore Sailing School operates as an ASA-certified sailing school offering courses including Basic Keelboat 101, Coastal Cruising 103, Bareboat Charter 104, Coastal Navigation 105, and Advanced Coastal Cruising 106.
• At Large MagazineminorGTM or Marketing PartnerCollaborative content creation featuring At Large Magazine editor Erik Rasmussen on a voyage across Sardinia's Costa Smeralda to Corsica's Bonifacio, filmed and produced by William Kaner.
• Vacationland ProductionsminorGTM or Marketing PartnerPartnership with Vacationland Productions for culinary-focused voyage content featuring Chef Tara Norvell and Captain Dayyan Armstrong exploring foods of Ponza, Ventotene, and Ischia.
• Free People / Free People EscapesminorGTM or Marketing PartnerLong-running collaboration with Free People Escapes and Sky Ting Yoga (NYC) for wellness-focused sailing voyages in Sardinia and Thailand, featuring wellness personalities.
• Sky Ting YogaminorGTM or Marketing PartnerWellness partnership for yoga-integrated sailing experiences in Sardinia and Thailand, with multiple charters featuring wellness personalities.
• SperryminorGTM or Marketing PartnerBrand collaboration with Sperry Topsider for a voyage across Greece waters with photographer Magdalena Wosinska, filmed by Stefan Wigand.

Scale indicators2 records

Direct peers

• The Moorings: Global sailing charter company offering crewed and bareboat yacht charters across the Caribbean, Mediterranean, and South Pacific. Directly comparable in product mix (crewed, bareboat, sailing school) and global destination footprint, though at materially greater scale and with owned/managed fleet capacity.
• Dream Yacht Charter: World's largest catamaran and monohull charter company with destinations in 40+ countries. Direct competitor on crewed and bareboat sailing vacations; differentiated by an owned/partnered fleet model and fractional ownership programs.
• Sunsail: Established sailing vacation operator providing flotilla sailing, bareboat, and skippered charters worldwide. Comparable on core sailing charter offering and global destinations; differs in scale and B2C/B2B distribution maturity.
• Sailogy: Online sailing charter marketplace offering bareboat and crewed yacht rentals across the Mediterranean and other regions. Comparable on bareboat and crewed charter offerings; differentiated by an aggregator/marketplace model rather than curated brand experience.
• MedSailors: Group sailing holiday specialist targeting younger travelers in the Mediterranean and Caribbean with shared cabin bookings and onboard hosts. Closest peer on the 'group journeys' product, customer demographic (mid-20s to mid-40s), and shared-cabin booking model.
• Barefoot Yacht Charters: Caribbean-focused sailing charter company offering crewed and bareboat charters with strong culinary programs. Directly comparable on crewed charters and emphasis on chef-curated dining experiences.

Broad incumbents

• Intrepid Travel: Larger adventure travel company offering small-group tours worldwide. Broader incumbent with overlapping customer persona (experience-seeking travelers aged 25-55) and similar D2C group journey model, though land-based rather than sailing-focused.
• Hurtigruten: Norwegian expedition and small-ship cruise operator with strong presence in polar and remote destinations (Antarctica, Norwegian coast, Galapagos). Comparable on the expedition/remote-destination sailing niche Sailing Collective targets in Antarctica and Galapagos; differs in vessel ownership and scale.
• Le Boat: Leader in self-drive boating vacations on European and Canadian waterways. Comparable on the 'no-sailing-experience-required' boating vacation segment and bareboat rental mechanics; differentiated by canal/river geography versus open-water sailing.
• G Adventures: Global small-group adventure travel operator with comparable group journey mechanics, travel advisor program, and experiential positioning. Overlaps on customer persona and direct-to-consumer plus advisor distribution, but spans all travel modes rather than specializing in sailing.

Market position

Strengths5 records

Weaknesses5 records

Key risks6 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/TheSailingCollective
• Instagraminstagram.com/thesailingcollective
• Pinterestpinterest.com/sailcollective
• LinkedInlinkedin.com/company/sailing-collective

Revenue estimate

Valuation estimate

Number of profiles

Profiles5 records

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 Sailing Collective Travel Co.