Channel Islands Sailing Cruise

Discover the Ultimate Cross-Channel Sailing Experience

Join BOSS for our Channel Islands Cruise, a classic seven-day sailing adventure from Hamble Point Marina that combines exciting passages, strong tidal pilotage and the unique charm of the Channel Islands. This cruise is perfect for sailors who want to develop navigation confidence, build meaningful sea miles and explore picturesque island harbours.

From the dramatic tidal flows of the Alderney Race and Swinge Channel to the sheltered bays of Guernsey, Herm and Sark, this cruise delivers a memorable mix of offshore sailing and relaxed island exploration..

What to Expect on Your Channel Islands Cruise

  • Cross the English Channel with confidence — practise passage preparation, coastal navigation and watch-keeping.

  • Tidal seamanship in action — sail through Alderney Race or the Swinge with experienced instructors.

  • Explore scenic harbours ashore — wander cobbled streets in St Peter Port (Guernsey), relax in quiet anchorages or visit the beaches and cafes of Herm and Sark.

  • Meaningful coastal miles — this seven-day cruise provides an excellent opportunity to log long passages and develop offshore skills.

Why Sail with BOSS?

BOSS has been delivering adventure-focused cruising experiences from Southampton for decades. Our Channel Islands Cruise offers:

  • Professional guidance from experienced skippers

  • Real-world navigation practice in tidal waters

  • A supportive crew environment, ideal for both competent crew and those looking to refine skills

  • The chance to enjoy coastal cruising without the constraints of a formal RYA training syllabus

Whether you’re building mileage, consolidating practical experience, or simply want a week of great sailing and island discovery, this cruise has something for you.

Dates & Booking

Our Channel Islands Cruise runs on selected dates throughout the season, each offering the chance to combine practical sailing experience with unforgettable coastal cruising.

Build Offshore Confidence & Enjoy Island Life

The Channel Islands Cruise is a unique blend of passage making, pilotage challenges and relaxed exploring ashore. It is designed for sailors who want more than just a holiday — it’s an opportunity to improve skills and experience real sailing adventure.

If you’d like to discuss this sailing cruise or need help selecting the right dates, please contact our team — we’re here to help you make the most of your time on the water.

A seven day Channel Islands cruise gives those with limited time a unique opportunity to get away from it all.

2026 Dates include:

  • 29 Mar – 05 Apr 2026

  • 01 – 08 May 2026

  • 29 May – 06 June 2026

-

ENQUIRE ABOUT THIS CRUISE

  • Alderney - Channel Islands Cruise
  • First Cruise of the Season - Braye, Alderney
  • Channel Islands Cruise - The Alderney Race
  • Braye Harbour - Alderney
  • The Channels Island
  • Creux Harbour - Sark
  • Busy Braye Harbour
  • Fun on a Channel Islands Cruise
Availability & Dates

Arrival:

Evening - Arrive at Hamble Point - Introduction to yacht. Safety briefing. Explanation to where everything is kept. General safety brief and discussion on the week ahead.
20:00 Ashore for a drink, bite to eat and get to know the Skipper and other people on the cruise.
Sleep aboard the yacht.

Day One:

Wake up -Early Start. Preparation to depart and deck briefing. 
Depart for either Cherbourg or Alderney. Practice: Conventional and electronic navigation. Course to steer, Estimated positions, Traffic Separation Scheme and collision avoidance. Making landfall
Pilotage techniques. Moor up.

Day Two

Wake up and have breakfast
Passage to St Peters Port, Guernsey - sail down either the Alderney Race or the Swinge - either way the tides are phenomenal! Intricate pilotage southbound through the Little Russel. Overnight in the outer harbour or marina. Explore Ashore.

Day Three

Wake up and have breakfast, wander ashore for showers.
Sail to Sark via inshore passages south of Herm - Anchor in Dixcart bay, Creux harbour or moor at Maseleine having sailed through the very narrow Gulliot passage. Lunch and explore ashore. Sail inshore around North Sark and pass through the Goulet passage and overnight on mooring buoy or anchor at Harve Gosselain.

Day Four

Wake up and have breakfast, wander ashore.
Sail across the Great Russel more intricate pilotage to Rosierre Steps, Herm. Anchor for lunch and explore ashore. Evening sail to St Peters Port.

Day Five

Wake up and have breakfast. Day ashore and explore St Peters Port. Evening sail up to Alderney on the tide. Mooring Buoy overnight

Day Six

Wake up and have leisurely breakfast, wander ashore. Explore Alderney. Late afternoon - Passage planning for night sail back across the Channel. Evening meal onboard - depart on overnight Cross Channel passage - Watch keeping.

Day Seven

Arrive off the Needles early hours of the morning in time to catch the flood tide up the Solent back to Hamble. Pack up, Clean up, debrief, logbooks and depart

Step 1 Select your cruise duration

This cruise is available in the following durations

Please select the appropriate duration

Step 2 Select your dates

Please select your course duration

Step 2 Add participant(s)

Please select your course duration