Size is up to you and your wife
Based on 12 years of cruising Lake Erie, and two 2 month cruises, the Admiral and I would be very comfortable cruising for 4 months on our '77 h27 - we just don't feel the need for more room.
We have chartered 34 to 37 foot boats about 10 times. The forces on lines and other components are much higher (increasing exponentially) on larger boats, so you have to use mechanical assist (winches, or a wheel instead of a tiller.) I don't see a difference in maneuvering around marinas. The biggest issue is that cost goes up with the square of the length, or faster.
Choose the boat that you and your wife like - in you price range, she will be a good old boat. Personally, I prefer the style and sea-kindliness on the older designs.
Good luck - you'll enjoy the journey!
Based on 12 years of cruising Lake Erie, and two 2 month cruises, the Admiral and I would be very comfortable cruising for 4 months on our '77 h27 - we just don't feel the need for more room.
We have chartered 34 to 37 foot boats about 10 times. The forces on lines and other components are much higher (increasing exponentially) on larger boats, so you have to use mechanical assist (winches, or a wheel instead of a tiller.) I don't see a difference in maneuvering around marinas. The biggest issue is that cost goes up with the square of the length, or faster.
Choose the boat that you and your wife like - in you price range, she will be a good old boat. Personally, I prefer the style and sea-kindliness on the older designs.
Good luck - you'll enjoy the journey!