RED Hospitality is excited to be recruiting team members to work with us in Key West at Sebago Watersports, in Key Largo at The Bungalows and at Cruz Bay Watersports in the US Virgin Islands and in the Turks and Caicos at the Ritz-Carlton. You can check out videos of our fleet, service offerings and guest experiences on our YouTube Channel.

Sebago Key West (IG @sebagokeywest) is Key West’s favorite watersports and activities company. We pride ourselves on offering the best tours, with the best staff, at a great value. Our food is prepared fresh. Our crew is fantastic. And we never compromise on our ships or safety. Sebago Watersports started in 1988 with the purchase of our first catamaran, the famous racing Sebago. For over 25 years, Sebago has provided visitors and locals with a true Key West sailing experience. Sebago is proud to be the longest established day-charter catamaran operation in the continental United States. Our fleet of catamarans and crew run multiple trips a day to offer Sunset, Snorkel, Power Adventures, Parasailing and Island Explorations.

Additionally, we run marine and guest service operations at an island oasis where guest come for downtime and disconnecting. The Bungalows Key Largo (IG @bungalowskeylargo) is an intimate, adults-only resort, which sits within a botanical garden edged by 1000 feet of ocean shoreline, just a few miles from the warm waters of the Gulf Stream. We offer Sunset, Snorkel, Eco-Tours, Island Exploring, Swimming and Happy Hour trips daily on our state of the art, beautiful new Duffy, Worldcat, Axopar, Gemini and Tiki Boats.

In the USVI, Cruz Bay Watersports (IG @cruzbaywatersports) is celebrating over 30 years in business as the oldest and most well respected watersports company in the Virgin Islands. We offer the largest variety of activities and excursions available on St. John and St. Thomas, including daily excursions to the British Virgin Islands, 5-star PADI diving, snorkel sails, sunset sails, boat rentals, and much more.



Positions available in Key West, Key Largo, US Virgin Islands and Turks and Caicos

Supervisor: Marine Operations Manager

Starting Pay: $150 - 225/day plus gratuities

General Job Summary

We are seeking enthusiastic, dedicated and team-oriented crew members and captains. Our 65’ sailing catamaran (Lady Grace) will provide trips in and around the Ritz-Carlton Grace Bay. We are seeking team members who excel at customer service, enjoy communicating with guests aboard the vessel and have a passion for boating in the islands. RED offers opportunities for the right individuals to grow in a variety of different positions.

Job Responsibilities may include but are not limited to:

  • Safe operation of a USCG Inspected Vessel – Powerboats and Sailboats
  • Responsible for all crew and passengers’ safety while under way and on the dock
  • Delegate and account for all pre-trip provisioning, preparation, and vessel inspection, post-trip cleaning and resupply
  • Ensure crew delivers an enjoyable, guest-centric and luxury experience throughout the excursion (includes serving food and beverage)
  • Account for and report routine maintenance and critical maintenance needs
  • Manage assigned crew member(s)
  • Other tasks as requested by Management

Job Requirements

  • Minimum USCG Master License 100 ton or more with sailing endorsement or Royal Yachtmaster (UK) equivalent, STCW95 Certified, minimum 5 years experience operating a luxury passenger catamaran in excess of 55 feet and a passenger capacity greater than 60 (Senior Captain)
  • Current USCG credentials for TCI destinations
    • Current First Aid/CPR, TWIC Card
  • Working eight hours outside in the water and/or under the sun
  • Previous day-charter and leadership experience a plus
  • Basic knowledge of maintenance of vessels a plus
  • Flexibility in scheduling
  • Team player, positive and enthusiastic attitude

Supervisor: Captain/Operations Manager

Starting Pay: $20 – $120/trip + tips (trip pay increases with each additional boat you are certified on)

Crew Job Responsibilities include:

  • Safe operation of a USCG Inspected Vessels – Powerboats and Sailboats
  • Pre-trip provisioning, preparation, and vessel inspection
  • Provide an enjoyable, information and elevated guest experience throughout the excursion (includes serving food and beverage)
  • Post-trip cleaning and resupply
  • Assist Captain of vessel with lines, raising sails, mooring and all other aspects of daily operation of the vessel.
  • Issue snorkel gear in a professional clean and hospitable manner
  • Conduct Snorkel Briefing on the way to the reef
  • Assist guests with getting into the water
  • Lifeguard, monitor and provide rescue to snorkelers when necessary
  • Assist guest when they exit the water, ensuring a safe exit
  • In-water and topside snorkel instruction and supervision
  • Other tasks as requested by Captain and management

Job Requirements

  • Punctuality, integrity and reliability is a must
  • Working outside in the water and under the sun, previous day charter experience a plus
  • Basic knowledge of maintenance of vessels a plus
  • Flexibility in scheduling
  • Team player, positive and enthusiastic attitude

Supervisor: Operations Manager

Starting Pay: $12 - 15/hour

Concierge Job Responsibilities include:

  • We are seeking friendly reservations + concierge for daytime and evenings who work at the Concierge desk providing information and facilitate bookings boat trips for guests of a luxurious resort in Key Largo and in-market in Key West
  • Checking in guests and assisting with digital waivers for all tours, taking phone reservations, selling retail merchandising and light clerical work
  • Training in Fareharbor reservation software is required for making/adjusting reservations, but training will be provided as necessary

Job Requirements

  • Punctuality, integrity and reliability is a must
  • A positive attitude and professional appearance
  • Maestro knowledge a plus, telephone etiquette and common computer skills needed
  • Team player, positive and enthusiastic attitude
  • A beautiful environment and a great team, please join us ASAP!

Supervisor: Captain/Operations Manager

Starting Pay: $13 - $17/hour

Ferry Crew Positions (USVI only) Responsibilities include:

  • Safe Operation of a USCG Inspected Vessel
  • Pre-trip and post-trip vessel inspection
  • Guest interaction throughout the ferry transfer
  • Post-trip cleaning and preparation
  • Routine maintenance and reporting of maintenance needs
  • Moving luggage on and off the vessel for ground transfers
  • Ability to workday or night shifts
  • Coordination of guest movement with VIPA Security and Westin Security

Job Requirements

  • Safe Operation of a USCG Inspected Vessel
  • Current USCG credentials/First Aid/CPR/TWIC Card
  • STCW is a plus
  • Crowd Management is a plus
  • Basic knowledge of maintenance of vessels a plus
  • Team player
  • Previous Ferry Operations a plus
  • Ability to be flexible with schedule