Insights

Market leadership Sailsquare is Europe’s leading marketplace for sailing holidays, with a large network of global skippers and a high-volume booking platform, indicating strong demand and potential for expansion opportunities in adjacent maritime experiences and premium offerings.

Scale and revenue Annual revenue in the high hundreds of millions positioning Sailsquare as a major player in boat charter and experiential travel; potential sales opportunities include partnerships to drive channel sales, value-added services, and cross-sell of premium itineraries and skipper services.

Sourcing network Extensive skipper network (over 2,000 skippers and thousands of trips) suggests opportunity to onboard complementary captains, add-on activities, onboard merchandising, and risk-managed inventory partnerships to diversify offerings.

Tech and trust Tech stack includes MySQL and compliance tools (iubenda) with security and performance features; potential sales angles include selling advanced analytics, trust and safety enhancements, or API integrations to improve booking flow and partner onboarding.

Growth potential Recent expansions through new hires and international sailing experiences indicate ongoing growth; opportunities exist for sales partnerships around regional marketing campaigns, co-branded promotions, and scalable booking solutions to accelerate market penetration.

Sailsquare Tech Stack

Sailsquare uses 8 technology products and services including MySQL, Babel, Font Awesome, and more. Explore Sailsquare's tech stack below.

  • MySQL
    Database
  • Babel
    Development
  • Font Awesome
    Font Scripts
  • iubenda
    Governance, Risk And Compliance
  • Moment.js
    Javascript Libraries
  • List.js
    Javascript Libraries
  • Cloudflare Bot Management
    Security
  • X-UA-Compatible
    Web Tools And Plugins

Sailsquare's Email Address Formats

Sailsquare uses at least 1 format(s):
Sailsquare Email FormatsExamplePercentage
First@sailsquare.comJohn@sailsquare.com
64%
First.Last@sailsquare.comJohn.Doe@sailsquare.com
36%

Frequently Asked Questions

Where is Sailsquare's headquarters located?

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Sailsquare's main headquarters is located at 14 Piazzale Giulio Cesare Milan, Lombardy 20145 Italy. The company has employees across 2 continents, including EuropeNorth America.

What is Sailsquare's phone number?

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You can contact Sailsquare's main corporate office by phone at . For more prospecting data, LeadIQ has access to up-to-date and accurate contact information within our platform. Find, capture, and sync contact data to your CRM and sales tools in one click.

What is Sailsquare's official website and social media links?

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Sailsquare's official website is sailsquare.com and has social profiles on LinkedInCrunchbase.

What is Sailsquare's NAICS code?

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Sailsquare's NAICS code is 5615 - Travel Arrangement and Reservation Services.

How many employees does Sailsquare have currently?

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As of June 2026, Sailsquare has approximately 16 employees across 2 continents, including EuropeNorth America. Key team members include Cto: M. T.Co-Founder & Ceo: S. M.Co-Founder: R. B.. Explore Sailsquare's employee directory with LeadIQ.

What industry does Sailsquare belong to?

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Sailsquare operates in the Travel Arrangements industry.

What technology does Sailsquare use?

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Sailsquare's tech stack includes MySQLBabelFont AwesomeiubendaMoment.jsList.jsCloudflare Bot ManagementX-UA-Compatible.

What is Sailsquare's email format?

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Sailsquare's email format typically follows the pattern of First@sailsquare.com. Find more Sailsquare email formats with LeadIQ.

When was Sailsquare founded?

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Sailsquare was founded in 2013.
Sailsquare logo

Sailsquare

Travel ArrangementsLombardy, Italy11-50 Employees

Sailsquare operates as a European online marketplace for sailing holidays, linking local skippers with travellers seeking authentic experiences at sea. The platform supports a sharing-economy model, enabling skippers from around the world to offer sailing trips to a global audience, with experiences starting at modest price points for weekend or weekly trips.
Based in Milan, Lombardy, the company serves travelers looking for guided sailing adventures and aims to simplify access to maritime experiences. The business sits within the travel arrangements sector and positions itself as a connecting hub that facilitates itineraries and arrangements between skippers and guests, leveraging its marketplace model to coordinate trips across various seas.
As a midsized organization, Sailsquare operates in a market with several peers offering similar peer-to-peer or charter-based sailing services, and it has tracked activity such as hiring developments in 2018, indicating ongoing operational expansion and talent growth. A concrete recent development noted is a personnel update from 2019 documenting a hiring event in 2018.

Section iconCompany Overview

Headquarters
14 Piazzale Giulio Cesare Milan, Lombardy 20145 Italy
Phone number
NAICS Code
5615 - Travel Arrangement and Reservation Services
Founded
2013
Employees
11-50

Section iconFunding & Financials

  • $100M$250M

    Sailsquare's revenue is estimated to be in the range of $100M$250M

Section iconFunding & Financials

  • $100M$250M

    Sailsquare's revenue is estimated to be in the range of $100M$250M

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