2016
USVI Daily News Readers' Choice Awards
- USVI Daily News Readers Choice Awards Best flight Schedule Between the Virgin Islands and Puerto Rico
- USVI Daily News Readers Choice Awards Best Small Aircraft Serving the Virgin Islands
- BVI Property & Yacht Magazine Readers Choice Award Best Air Travel & Air Tour Company
2014
- Top 10 Best Airlines in the US - Condé Nast Traveler Readers Choice Awards
- BVI Property & Yacht Magazine Readers Choice Award- Best Airline Serving the BVI
- TripAdvisor Service Excellence Award
2013
- On of the Top 10 Small Airlines in the World - Condé Nast Traveler Readers Choice Awards
- Best Small Airline Serving the USVI - USVI Daily News
- Best Airline Schedule - USVI Daily News
- Best Airline Serving the BVI - Virgin Islands Property & Yacht Readers Choice Award
2012
- Environmental Merit Award from the Environmental Protection Agency
- Best Airline Schedule - USVI Daily News
- Rising Star Award - Bar Harbor Chamber of Commerce
2011
- Nevis Tourism Association Award for Best New Business Partner
- Virgin Islands News, Best Airline in the Virgin Islands
2008
- Ernst & Young Entrepreneur Of The Year award in New England 2008
- Inquirer & Mirror, Best Airline 2008
2006
- Inquirer & Mirror, Best Airline 2006
2005
- Inquirer & Mirror, Best Airline 2005
2004
- Greater Boston Chamber Small Business Award
- Cape Cod’s 2004 Citizen of the Year Dan Wolf
- Regional Airline Association, Regional Airline Executive of the Year Award
- Massachusetts Women’s Political Caucus “Good Guy” Award
- Inquirer & Mirror, Best Airline 2004
- The Best of the Vineyard, Best Airline 2004
- Aviation Maintenance Technician of the Year Award to John Connolly
2003
- Massachusetts Office of Travel & Tourism, Best Web Site
- Virgin Island News, Best of the Virgin Islands Award
2002
- Recognition for Supporting the Goals of Women in Aviation International
- New England Aero Club Operational Safety in the Corporate Culture
- Martha’s Vineyard Magazine Best Airline Award
2001
- FAA Certificate of Excellence “Diamond Award” for St. Thomas, Hyannis, & Florida MX
2000
- Greater Boston Chamber Business Council, Excellence Award
- Cape Cod Planned Giving Council, Outstanding Business of the Year Award
- Distinguished Service Award for outstanding contribution to the advancement of aviation
- New England Certificate of Recognition for outstanding support in the Aviation Safety Program
1999
- Cape Cod Economic Development Council, Business of the Year Award
1998
- Logan Airport Airline Appreciation Award
- 1998 & 2000: Boston FSDO, Maintenance Safety Spokesman Award FAA/DOT Diamond Award for MX
1997
- Special Recognition Award for more than 100,000 accident free flying hours
1994
- Certificate of Recognition – for outstanding performance in RASIP Inspection - Aircraft Condition, Maintenance Records, and Maintenance Facility