The below table has a route plan I did with Garmin Mapsource and an Excel spreadsheet. I assume a conservative 5 knot cruising speed, except where you really need to make a spot to catch favorable currents. I bump up the speed through the canal with current. The zip file attached has both files.

5 <= Average SOA Outside of Canal
Begin End NM SOA Travel Time (Hrs:Mins) Depart Time ETA
CHNYC Direct to MV
Coasters Harbor Breton Point 6.0 5 1:12 9:00 AM 10:12 AM Fri 7/30 Open Water
Breton Point Oak Bluffs MV 38.0 5 7:36 10:12 AM 5:48 PM Fri 7/30 Oak Bluffs Marina - Slip & Showers
Oak Bluffs MV Marion 19.2 5 3:50 10:00 AM 1:50 PM Mon 8/2 Beverly YC Mooring & Showers
Marion CCC Entrance 8.3 5 1:39 10:30 AM 12:09 PM Tues 8/3 Entrance Buoy 18 & 19 by Mashnee
CCC Entrance CCC Breakwater 8.7 8.5 1:01 12:09 PM 1:11 PM Tues 8/3 Max Current at 12:38pm, Sunset 7:58pm
CCC Breakwater Scituate 28.2 5 5:38 1:11 PM 6:49 PM Tues 8/3 Slip & Showers @ Scituate Yacht Club
Scituate Marblehead 20.8 5 4:09 9:00 AM 1:09 PM Weds 8/4 Mooring at Boston YC
Return to Newport (Monday Morning Departure)
Marblehead CCC Breakwater 47.5 6 7:55 5:30 AM 1:25 PM Mon 8/9 Max Ebb @ 12:25pm, slack at 3:27pm
CCC Breakwater Entrance Buoy 18 8.7 8 1:05 1:25 PM 2:30 PM Be at Canal NLT 2:00pm
Entrance Buoy 18 Breton Point 38.3 5 7:39 2:30 PM 10:09 PM Mon 8/9
Breton Point CHNYC 6.0 5 1:12 10:09 PM 11:21 PM Mon 8/9
Return to Newport (Sunday Evening Departure)
Marblehead CCC Breakwater 47.5 6 7:55 5:30 PM 1:25 AM Sun 8/8 Max Ebb @ 10:53pm, slack 3:04am
CCC Breakwater Entrance Buoy 18 8.7 8 1:05 1:25 AM 2:30 AM Be at Canal NLT 2:00am
Entrance Buoy 18 Breton Point 38.3 5 7:39 2:30 AM 10:09 AM Mon 8/9
Breton Point CHNYC 6.0 5 1:12 10:09 AM 11:21 AM Mon 8/9
Attachments
Route Planning to Marblehead 2010.zip (38.92 KB, 38 downloads)