Do I need prior sailing experience?

No prior experience is required. The trip is designed for learners to practice and improve skills with instructor guidance.

What meals are included?

Two lunches and one dinner aboard are provided. Dinner onshore is possible but requires prior arrangement.

Is the price per person or per cabin?

Pricing is per cabin. If traveling as a pair, only one student booking is necessary for the cabin.

Where is the meeting point?

The group meets at 7 PM Friday at Greenwich Bay Marina, 125 Wharf Road, Warwick, RI.

Are there age restrictions?

Participants must be between 18 and 75 years old.

Bring weather-appropriate clothing, sun protection, sleeping bag, towel, and non-marking boat shoes.

Weekend Coastal Sailing Adventure to Block Island and Cuttyhunk from Warwick, RI | Boat Tour | Water Activities

Set sail from Warwick, Rhode Island, on a two-day coastal sailing weekend that blends hands-on learning with island exploration along the New England shore. This intimate journey aboard a comfortable 42-foot Bavaria monohull offers a unique chance to sharpen your sailing skills, embrace the rhythm of the sea, and discover two captivating island destinations: Block Island and Cuttyhunk Island. Starting at Greenwich Bay Marina in Warwick, this experience promises a balance of education, relaxation, and discovery for sailing enthusiasts aged 18 to 75. Warwick, situated in Rhode Island, is perfectly positioned to access the coastal gems of Block Island and Cuttyhunk Island, both reachable within a 33 to 39 nautical mile sail. Block Island, often described as a pork chop-shaped landmass, boasts 32 miles of hiking trails, dramatic 250-foot-high coastal cliffs, and sparkling ocean vistas. Its lively history and vibrant summer culture create an engaging backdrop for daytime exploration or sunset strolls. Meanwhile, Cuttyhunk Island offers a quieter, more secluded retreat with pristine shoreline and peaceful landscapes, perfect for those seeking to detach from everyday life. Under the guidance of experienced instructors, guests become active crewmembers—helping sail the boat, navigating, and getting hands-on experience without pressure or tests. The weekend starts Friday evening with a rendezvous and navigational prep at Greenwich Bay Marina, followed by setting out early Saturday morning. Depending on weather conditions, you'll practice sailing maneuvers, anchoring techniques, and enjoy unhurried time at your island destination. Evenings feature relaxed dinners aboard, fostering a convivial atmosphere among fellow adventurers. The all-inclusive weekend covers cabin accommodations (each priced per cabin), provisioning with two lunches and one onboard dinner, and expert instruction. As this is a sailing school, passengers are encouraged to participate fully, bringing a sleeping bag and towel, and following guidance for onboard life. The experience fosters camaraderie, skill growth, and a profound connection to the coastal environment. Whether seeking a new sailing challenge, a coastal escape, or a chance to share the sailboat experience with like-minded travelers, this weekend cruise stands out for its blend of education, island immersion, and accessible adventure from Rhode Island’s shores. Its small group size and professional mentorship ensure a rewarding experience that captures the essence of New England’s maritime heritage. Book your place for a summer weekend that promises wind in your hair, salt on your skin, and some of the most scenic sailing New England offers.

Difficulty

moderate.

Duration

2 days.

Fitness level

Moderate fitness required to participate actively in sailing tasks and move safely on deck

Wildlife

Harbor seals near shore
Various seabird species like gulls and terns

History

Block Island has a rich maritime history reflected in century-old lighthouses and preserved coastal communities dating back to the 1600s.

Conservation

The islands promote sustainable tourism with efforts to protect fragile coastal habitats and limit environmental impact from visitors and boats.

Narragansett Sailing is a Barrington, Rhode Island sailing school and charter operator focused on hands-on instruction and guided cruises on Narragansett Bay. The organization offers a comprehensive range of ASA courses, including ASA 101 progression classes, ASA 104 Bareboat Cruising, ASA 104 Women Only, ASA 105 Coastal Navigation, and ASA 105 classroom instruction designed for safe coastal passages. Instructor clinics available—ASA 201 and ASA 203—prepare qualified sailors to teach ASA 101 and ASA 103 classes. Short experiences include Discover Sailing practice sessions and a two-hour Sunset Cruise aboard the 42-foot Bavaria Soli Deo Gloria. Technical workshops cover Marine Electrical systems, Diesel maintenance with a women-only diesel course, and a Winterization of Engine and Plumbing workshop that uses actual charter boats for hands-on practice. Classes and cruises are instructor-led and emphasize practical skills such as navigation, anchoring, engine winterization, battery and wiring fundamentals, and diesel troubleshooting. Narragansett Sailing operates from Barrington with direct access to Narragansett Bay waters, delivering a mix of certification courses, skill clinics, and leisure sails. The program structure—certified ASA course numbering, documented instructor clinics, and hands-on technical workshops—clarifies learning outcomes and certification pathways for students pursuing cruising competence or instructor qualifications. Whether seeking a single-session introduction, multi-day certification, or specialized technical training, visitors can choose from classroom courses, liveaboard trips, and short guided sails tailored to skill level and sailing goals. Scheduling accommodates weekend and weekday sessions, and certification courses align with ASA standards for consistent credentialing and clear next steps toward chartering in Narragansett Bay region.

Base locationWarwick, Rhode Island

Tours offered19+

Specialtyboat-charters

StewardshipLeave No Trace