Explore our 2026 All-Year-Around Accelerated Sailing Opportunities

We currently offer 3 destinations. The Bahamas – dates range from January through May. Florida: dates range from November through January. Chesapeake Bay: dates range from June through October.

Half Day of Sailing

A customizable and practical hands-on introduction to sailing fundamentals in a safe, supportive environment, covering the essentials of catamaran handling, sail trim, on-water communications and safety practice while enjoying time on the water.
Duration: 4 hours (morning and afternoon), includes snacks, coffee and non-alcoholic beverages. Flat rate: $995 up to 5 people. For more info or to book online, please fill out the application form at the bottom of this page.

Full Day Of Sailing

Immersive and customizable on-water learning experience that builds confidence through progressive skill development including practice in multiple wind conditions, boat handling, sail trim and course plotting, man overboard drill and basic emergency procedures. Great for couples, families or groups. Duration: aprox. 10 hours (9am-7pm), incudes lunch, dinner, snacks and non-alcoholic beverages. Flat rate: $1,200 up to 4 people. Additional person: $100. For more info or to book online, please fill out the application form at the bottom of this page.

NEW- Two Full Days of Sailing with Overnight Stay

Accelerated multi-day sailing itinerary with hands-on skill development and practical trip planning and overall on-board cruising experience. Includes on-water drills, safety scenarios, communication protocols, docking and anchoring procedure, navigation and weather planning essentials. Duration: 2 days with overnight (9am-7pm the next day), includes breakfast, lunch, dinner, snacks and beverages on both days. Flat rate: $1,600 up to 4 people. Additional person: $200. *Includes one private ensuite cabin with queen-size bed and its own private ensuite bathroom. For more info or to book online, please fill out the application form at the bottom of this page.

Passages

One or Multi-leg Passages are on a first-come, first-served basis (1-3 nights). Contact us for schedule and availability. Flat rate: $1,500 per night for up to 4 people. *Includes one private ensuite cabin with queen-size bed and its own private ensuite bathroom. For more info or to book online, please fill out the application form at the bottom of this page.

Hands-On Sailing Experience Program

Duration: 3 days minimum. All-Inclusive flat rate per night: $1,500 up to 4 people per night (for a couple or family with 2 small kids). *Includes one private ensuite cabin with queen-size bed and its own private ensuite bathroom; $2,000 up to 6 people per night (for two couples or larger family). *Includes 2 private ensuite cabins with 2 queen-size beds, extra forepeak bed and 2 private ensuite bathrooms (you will have the entire hull to yourselves). Single person $1,200 per night. *Includes one private ensuite cabin with queen-size bed and its own private ensuite bathroom.

*Price does not include: (flights, airport transfers, excursions, any meals eaten out at restaurants).

Additional Services:

Hire Andy, a licensed USCG 100 ton Master Captain with sailing endorsement to teach on your own boat or assist you with delivery to your home port or another destination (Rate: $475-$500 per day), Individual Consultation Sessions (Rate: $100 per hour), Half and Full Year Unlimited Consultation (Rate: $700-$1000). For more info please fill out the form at the bottom of this page.

What You’ll Learn

During your time aboard, you’ll have the chance to delve into a wide range of topics, gaining insights on all things related to sailing, cruising and boat ownership.

Curriculum Topics

• Boat handling skills
• Sailing skills
• Crew safety
• Sailing with kids and homeschooling
• Anchoring, moorings, and docking techniques
• Dingy usage
• Guidance in convincing your partner to embrace the sailing lifestyle
• Safety protocols and Man Over Board drills
• Utilizing the VHF radio and protocols
• Entry procedures when arriving in a new country
• Sailing during nighttime or long passages
• Engine and generator servicing know-how
• Cooking, storing food and provisioning
• Passage planning and weather routing expertise

Accommodation:

• Total of 2 private queen ensuite cabins each with its own private ensuite bathroom. Accommodates up to 6 (maximum 4 adults and 2 kids). You have a choice to book one or both cabins. If you only need one cabin, it works for us. The Program is private regardless of how many guests or cabins are occupied.
• Meals: Daily freshly prepared meals including breakfast, lunch and dinner, desserts, all snacks and drinks (non-alcoholic and limited alcoholic drinks & cocktails), tailored to your preferences. Vegan, vegetarian, and gluten-free meals per request. Our menu is inspired by our family roots and the influence of our well-travelled explorers.
• Amenities:
  • Towels, bedding, beach towels, life vests
  • Reef friendly sunscreen, shampoo, conditioner, body wash, Maki’s custom-blended skincare products
  • Air conditioning & fans for added comfort
  • Heated showers
  • Reading lights
  • 110V power outlet USB connections
  • Ample personal storage space
  • Ice-maker
  • Barbecue
  • Watermaker & generator
  • Salon TV w/TV projector
  • Starlink Internet
• Water Fun:
  • 3 Paddle-boards
  • 2 Sea scooters
  • Snorkeling gear and snorkeling vests for kids and adults
  • Fishing gear
  • Two-person inner tube
• Specifications:
  • Model: Leopard Catamaran
  • Year Built: 2020
  • LOA: 45′
  • Beam: 24′
  • Draft:5′
  • Engines: 2 x 45 HP Diesel
  • Flag: USA

How to Book

1. Fill out the Application Form below.
2. Select how many nights you’d like to spend aboard SV OliLuki. For Day Sail just type Half Day or Full of Day Sail.
3. Tell us where do you want to go.
4. Set up video call through WhatsApp
5. Payment:
   • First 25% due upon confirming the dates.
   • 75% balance due 2 weeks prior to arrival.

Application Form