Top 10 Sailboats Under $25,000 You NEED to See! | New England | EP149

• February 14, 2026 by BoatFools Sailing |
• Language: EN
• Play Time: 00:37:36
• SAILING YOUTUBERS

#boatfoolssailing #usedsailboats #budgetsailing #sailboatreview

Top 10 Sailboats Under $25,000 You NEED to See!

Looking for affordable sailboats for sale in New England under $25,000? In this episode of BoatFools Sailing, Canadian Ken and I count down the Top 10 Budget Sailboats Under $25K currently on the market in the Northeast.

You don’t need a $200,000 yacht to start sailing. With patience and a little digging, you can still find great used sailboats, pocket cruisers, and bluewater-capable boats for sale on a budget. From classic coastal cruisers to small liveaboard-friendly sailboats, we were genuinely surprised by the quality of boats available at entry-level prices.

⚓ Important Note: We have not inspected these boats in person — always conduct a professional marine survey before purchasing any used sailboat.

If you’re searching for:

-cheap sailboats for sale

-best used sailboats under 25k

-beginner sailboats

-affordable cruising sailboats

-New England sailboat listings

-budget bluewater sailboats

…this list is for you. With the right timing, there are still real gems out there.

Here are the CHAPTERS and below this, the links to each of the boats we discussed - in no particular order. Enjoy!

CHAPTERS
00:00 Intro
01:48 Sailboat 1 - Chuck Paine designed "Rose"
05:54 Sailboat 2 - The Belliure 41
10:00 Sailboat 3 - The Tartan 34-2
13:43 Sailboat 4 - The Cheoy Lee Offshore 31
18:45 Sailboat 5 - The Bristol 32
22:39 Sailboat 6 - The Contessa 26
27:20 Honorable Mentions
34:58 And The Winners Are!

The Cheoy Lee Offshore 31: https://www.yachtworld.com/yacht/1968-cheoy-lee-herreshoff-31-offshore-ketch-9858254/

The Contessa 26: https://www.yachtworld.com/yacht/1986-contessa-sloop-9996591/

The Belliure 41: https://www.yachtworld.com/yacht/1984-belliure-sloop-9628013/

The Tartan 34-2: https://www.yachtworld.com/yacht/1988-tartan-34-2-scheel-keel-9467391/

The Shock Harbor 35: https://www.yachtworld.com/yacht/2008-schock-harbor-25-9945029/

The Chuck Paine "Rose": https://www.facebook.com/marketplace/item/1248389120499890/?ref=search&referral_code=null&referral_story_type=post&tracking=browse_serp%3Af88d9805-118d-49d7-a6f7-f3da34fa0642

The Cape Dory 22D: https://www.facebook.com/marketplace/item/3582052078592615/?ref=search&referral_code=null&referral_story_type=post&tracking=browse_serp%3A9c05aee5-2cc6-4d54-a528-721f95125247

The Freedom 28: https://www.facebook.com/marketplace/item/1814050939183024/?ref=search&referral_code=null&referral_story_type=post&tracking=browse_serp%3A9c05aee5-2cc6-4d54-a528-721f95125247

The Bristol 32: https://www.sailboatlistings.com/view/110786

The C&C 38: https://www.yachtworld.com/yacht/1976-c$c-38-9574767/



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