Discover the joy of sailing with no experience needed on a relaxing 3-hour evening cruise. Perfect for beginners and groups, enjoy stunning sunset views while learning the ropes in a welcoming environment.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
3 hours
Fitness Level
No special fitness required, accessible for most people
Wildlife
History
The region has a rich maritime history dating back to the 1800s, reflected in its preserved lighthouses and shipwreck sites.
Conservation
The company promotes eco-friendly practices, including responsible wildlife viewing and boat maintenance to minimize environmental impact.
Anchors Aweigh Sailing School
Discover the joy of sailing with no experience needed on a relaxing 3-hour evening cruise. Perfect for beginners and groups, enjoy stunning sunset views while learning the ropes in a welcoming environment.
Anchors Aweigh Sailing School offers hands-on sailing instruction and certification-focused courses on small sailboats and larger monohull vessels. The school runs Basic Keelboat (ASA 101) courses including a mid-week ASA-101 option taught aboard a 23-foot Sonar named Liberty. Classes combine classroom instruction and on-water practice, with limited class sizes to ensure personalized instruction.
Anchors Aweigh also provides a Docking Endorsement (ASA 118) delivered over two immersive days aboard a 30-foot monohull sailboat. That program begins with classroom lessons and continues with real-world docking practice on the water, focusing on maneuvering and boat-handling under practical conditions.
For sailors who prefer relaxed outings, the Boost Your Skills evening sail is a 3-hour evening cruise designed for unwinding or practicing skills with friends. The school additionally participates in Thames Yacht Club regattas with Wednesday races that run every other week; guests can race or spectate during these events.
Course offerings include multiple ASA-format options and single-event experiences that emphasize on-water time, practical application, and small group instruction. Booking information and schedule specifics are available through The Adventure Collective listing for Anchors Aweigh Sailing School.
Anchors Aweigh emphasizes real sailing time and structured curriculum for skill development. With clearly defined course formats—from introductory ASA 101 sessions to specialized docking instruction—the school provides measurable training opportunities for new and continuing sailors. Schedules and availability vary seasonally; consult The Adventure Collective listing for current dates, detailed itineraries, equipment requirements, and booking information to confirm course dates and capacity and any prerequisites or experience requirements before registering.
ASA Courses
4
Includes ASA 101 and ASA 118 options
Evening Sails
Available
3-hour and midweek evening options
On-Water Training
Hands-on
Classroom plus real sailing time
Class Size
Limited
Small classes for personalized instruction
Spaces are limited for ASA courses and evening sails—check The Adventure Collective listing to view available dates and secure a spot.
Wear Sun Protection
Apply sunscreen, wear a hat, and sunglasses to stay comfortable during the trip.
Arrive Early
Arrive at least 15 minutes before your scheduled start to meet your instructor and get settled.
Dress for the Weather
Layer clothing and bring a light jacket as evenings can be cool on the water.
Communicate Your Needs
Inform your instructor about any special needs or concerns before the trip begins.
Sunscreen
Protect your skin from sun exposure during the boat trip.
summer
Hat and Sunglasses
Shield your face and eyes from bright sunlight while enjoying the water.
summer
Light Jacket or Layered Clothing
Stay comfortable in the cooler evening breeze.
spring;summer;fall
Non-slip Shoes
Wear shoes with good grip suitable for boat decks.