Mainsail

Yacht Charter Brokerage Servicesmainsailcharters.com

Mainsail Yacht Charters is a privately held, 25+ year-old crewed yacht charter brokerage based in Bedford, New Hampshire, matching affluent families, couples, friend groups, and corporate retreat clients with curated catamarans and motor yachts across the BVI, Caribbean, and Mediterranean.

Company typePrivate
Founded1999
HeadquartersBedford, United States
Headcount11–50
GTM typeB2C
OfferingServices

Mainsail firmographics

Firmographics

Name: Mainsail
Legal name: Mainsail Yacht Charters LLC
Website: https://mainsailcharters.com
Company type: Private
Founded year: 1999
Operating status: Operating
Headcount range: 11–50 employees
Short description: Mainsail Yacht Charters is a privately held, 25+ year-old crewed yacht charter brokerage based in Bedford, New Hampshire, matching affluent families, couples, friend groups, and corporate retreat clients with curated catamarans and motor yachts across the BVI, Caribbean, and Mediterranean.
Ownership category
akta.pro rank

Mainsail industry classification

Industry

Product category: Yacht Charter Brokerage Services
NAICS: Scenic and Sightseeing Transportation, Water (48721), Scenic and Sightseeing Transportation, Water (487210)
SIC: Water Transportation (4400)
akta.pro primary industry: Crewed Yacht Charters (Luxury Crewed) (THAEAEAA)
akta.pro secondary industries: Private Yacht & Luxury Boat Charters (With Crew) (THAJALAE), Cruise Yacht Charters (Private Crewed) (THAEADAG), Private Charters & Yacht Experiences (Crewed, Bareboat, Day Charters) (THAJAJAB)

Keywords

Crew yacht charter
Private yacht brokerage
Catamaran charter
BVI yacht charter
Mediterranean yacht charter

Where Mainsail is headquartered

Location

Headquarters

HQ city: Bedford
HQ country: United States
HQ region: North America

Offices1 record

Markets served

Mainsail business model

Business model

GTM type: B2C
Offering type: Services
Cost components: Personnel, Marketing or Sales, Operations, Technology or R&D, Others

Revenue model

Charter brokerage commission: Earns commission on private yacht charter bookings placed through the brokerage. Revenue is transaction-based, tied to one-time charter contracts (typically weekly), with upsell potential on travel-insurance (One80 Travel Protect) and in-house travel-agent services.
Travel insurance referral: Referral/affiliate income from One80 Travel Protect, a travel-insurance partner offered to charter clients.

Pricing tiers

Model	Billing	Price
Unit Pricing	Pay-as-you-go	Weekly private yacht charter (budget to luxury tier)

Go-to-market motion2 records

Distribution channels3 records

Marketing channels6 records

Mainsail product offering

Product offering

Core offering

Mainsail is a yacht charter brokerage that matches clients with fully crewed private yachts (catamarans and motor yachts) for vacation charters in destinations such as the British Virgin Islands, the broader Caribbean, the USVI, and the Mediterranean. The company curates a fleet of 20+ vessels owned by third-party captains and owners, provides an in-house travel agent to design itineraries, and earns commission on bookings placed through the brokerage, with ancillary travel-insurance referral income.

Product overview

Mainsail operates as a single unified yacht charter company (mainsailcharters.com) rather than a platform-plus-modules product. Its core offering is a curated fleet of crewed charter yachts (including C'est La Vie, Seahome, Seahome II, Bluewinds, Summer Fun, One, Tamiro, Serenity, Azul, Liquid Zen, Karma, Scuba Doo, Xandros, Sail Away, Minted One, Jewel, Tru North, Encore, Sip Sip, and Tedavi), which are bookable through a set of specialty charter types — Private Yacht, Honeymoon, Diving, Corporate, BVI Catamaran, Crewed Sailing, Skippered, Catamaran, and Luxury. These are presented together across destination/itinerary collections spanning the BVI, Caribbean, Mediterranean, and USVI, with One80 Travel Protect offered as a bundled travel protection add-on.

Differentiator

Problem solved

Functional benefit

Products and services

Private Yacht Charter
Honeymoon Charter
Diving Charter
Corporate Charter
BVI Catamaran Charter
Crewed Sailing Charter
Skippered Charter
Catamaran Charter
Luxury Yacht Charter
One80 Travel Protect

Quantifiable outcome

25+ years of continuous operation as a private yacht charter brokerage
+2 more outcomes

Companies that use Mainsail

Customer profile

Segments5 records

Ideal customer profiles2 records

Mainsail technology and API

Technology

Technology focussed No

API detail

Has API: No
API docs
API detail

Core technology

AI maturity

App detail

Feature3 records

Mainsail partnerships and signals

Strategic signal

Scale indicators5 records

Recent moves5 records

Expansion highlights4 records

Mainsail competitors and assessment

Company assessment

Direct peers

Sunsail: Major crewed and bareboat sailing charter company operating globally with significant presence in the BVI and Mediterranean. Directly comparable to Mainsail's sailing charter product line and similar leisure-travel customer segments.
The Moorings: One of the world's largest yacht charter companies offering crewed and bareboat catamarans and monohulls in the Caribbean and Mediterranean. Comparable to Mainsail in product (chartered yachts) and customer base (leisure travelers), but with much larger owned fleet and direct booking operation.
Burgess: Leading global luxury yacht charter broker and yacht sales house, brokering crewed superyachts and motor yachts in the Mediterranean, Caribbean, and beyond. Directly comparable as a charter brokerage business model serving affluent leisure travelers, though operating at the high-end superyacht tier above Mainsail's typical inventory.
Dream Yacht Charter: Global yacht charter operator with a sizable owned fleet of catamarans and sailing yachts across the Caribbean, Mediterranean, and other regions. Competes directly with Mainsail for crewed charter bookings, particularly in the BVI and Mediterranean core markets.
Y.CO: Modern luxury yacht charter and sales broker with Mediterranean and Caribbean focus. Operates the same crewed charter brokerage model as Mainsail, targeting affluent families and corporate clients seeking high-end private yacht experiences.
Fraser Yachts: Global luxury yacht broker offering crewed charter and yacht sales across the Mediterranean, Caribbean, and other regions. Comparable brokerage business model and customer overlap with Mainsail, particularly in the Mediterranean superyacht and motor yacht market.
Boatbookings: Online yacht charter broker specializing in crewed luxury yachts across the Mediterranean, Caribbean, and other regions. Competes with Mainsail through a digital-first brokerage approach for similar customer segments and yacht categories.
Camper & Nicholsons: Heritage luxury yacht charter broker and yacht management company with Mediterranean and global presence. Same brokerage model as Mainsail (matching clients to crewed charter yachts) but serving the larger luxury yacht segment with an established international brand.
CharterWorld / CharterWorld Luxury Charters: Online charter broker aggregating crewed yacht and superyacht inventory across the Mediterranean, Caribbean, and beyond. Same marketplace brokerage model as Mainsail, with overlapping customer base of luxury leisure travelers seeking vetted crewed yachts.

Regional players

MedSailors: Yacht charter operator focused on flotilla and crewed sailing charters in the Mediterranean (Greece, Croatia, Italy). Compares to Mainsail's Mediterranean sailing charter offering but with a regional rather than global footprint and a different go-to-market (flotilla-style group charters).

Market position

Strengths5 records

Weaknesses5 records

Competitive moat3 records

Key risks6 records

Key highlights7 records

Customer concentration

Mainsail financial estimates

Financial estimate

Revenue estimate

Valuation estimate

Mainsail leadership team

Management profile

Number of profiles

Mainsail funding detail

Funding detail

Funding overview

Funding rounds

Investors

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

Mainsail M&A and investment

M&A and investment

M&A

Investments

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

Frequently asked questions about Mainsail

What does Mainsail do?

Is Mainsail a public or private company?

Mainsail is a private company. It is classified as founder individual operated bootstrapped and is currently operating.

When was Mainsail founded?

Mainsail was founded in 1999. It employs 11 to 50 people.

Where is Mainsail based?

Mainsail is headquartered in Bedford, United States, in the North America region.

How does Mainsail make money?

Two revenue lines are on record. Charter brokerage commission is the primary driver. The others are travel insurance referral.

Who are Mainsail's main competitors?

Direct peers on record are Sunsail, The Moorings, Burgess, Dream Yacht Charter, Y.CO, Fraser Yachts, Boatbookings, Camper & Nicholsons and CharterWorld / CharterWorld Luxury Charters. MedSailors is listed as a regional player.

Does Mainsail have an API?

No public API is recorded for Mainsail.

What industry is Mainsail in?

Mainsail's product category is Yacht Charter Brokerage Services. Its primary akta.pro industry code is THAEAEAA, Crewed Yacht Charters (Luxury Crewed), with a secondary code of THAJALAE, Private Yacht & Luxury Boat Charters (With Crew). Its NAICS code is 48721 and its SIC code is 4400.