Sailboat Charters

These traditional monohull sailing yachts provide a classic charter experience. Guests will enjoy the exhilarating thrill of sailing as well as traditional features found about this type of yacht. Our recommended sailboat selections are sorted based on overall length, from largest/more expensive to smallest/less expensive.

If you're looking for the stability found aboard a multi-hull catamaran, learn about our catamarans.

Ready to learn more about our yacht charters?

• Browse the list to get an idea of what Caribbean monohull sailboat charters are available and what they cost, then contact us so we can guide you through the entire selection process.
   
• Request a complimentary quote and we'll put together an e-package of charter information and recommended sailboat charters for your consideration.
   
• Select a maximum of 5 sailing yachts from the list, then click on "email" for further details regarding those specific yachts. When you choose this option, the contact form appears at the bottom of this page.

In order to match you and your group with the ideal yacht and crew, it is crucial for us to speak with you directly. Call now! (888) 670-6884.

Rate Details

Each sailboat notes a low price and a high price only. You'll need to contact us directly for exact rates per person. For instance, most yachts have different rates for 2, 4, 6, 8 and 10 guests.

• The low price represents the rate for the minimum number of guests during low season.
• The high price represents a rate for the maximum number of guests during high season.

Links Per Yacht

• E-brochure: links you to the yachts Home page. From there, click on links for more pictures, specifications, crew profile, and sample menu.
   
• Specifications: links you to the yachts specifications page which includes yacht layout, yacht specifications, plus amenity and water sports information.
   
• Rates & Availability: includes low price, high price, current bookings and holds, plus location availability information.

			Monohulls
		Select a Maximum of 5 yachts and us for more details. Size Name Guests Staterooms Type Low Price High Price 109.0 Ft AVENTURA 6 3 Sailboat $40,000 $40,000 87.0 Ft QUIXOTE 8 4 Sailboat $16,500 $18,500 85.0 Ft TABOO 10 5 Sailboat $23,100 $39,900 82.0 Ft SHAITAN OF TORTOLA 10 4 Sailboat $15,750 $23,100 80.0 Ft ELIZA 8 4 Sailboat $18,500 $23,000 80.0 Ft MELINKA 6 3 Sailboat $18,500 $21,500 79.5 Ft Y NOT 6 3 Sailboat $20,000 $26,400 77.7 Ft SWALLOWS & AMAZONS 8 4 Sailboat $28,000 $31,900 77.0 Ft FOUR DEVILS 6 3 Sailboat €23,000 €25,000 76.0 Ft XTC 8 4 Sailboat $18,000 $22,000 76.0 Ft ALGOL IV 8 4 Sailboat €17,000 €21,000 75.0 Ft IRIE 8 4 Sailboat $9,500 $17,000 72.4 Ft CAMPAI 6 3 Sailboat $17,400 $22,000 72.0 Ft THREE MOONS 8 4 Sailboat $14,000 $18,000 72.0 Ft DRUMBEAT 1 8 4 Sailboat $14,000 $18,000 72.0 Ft ENDLESS SUMMER II 8 4 Sailboat $3,500 $17,000 72.0 Ft AYACANORA 4 2 Sailboat $7,500 $11,500 72.0 Ft LIBERTE 8 4 Sailboat $10,000 $17,000 72.0 Ft SANDCASTLE 6 2 Sailboat $12,200 $14,200 72.0 Ft LADY ANGELE 6 3 Sailboat $15,000 $18,500 72.0 Ft PACIFIC WAVE 6 3 Sailboat $16,000 $18,000 65.0 Ft ALOHA MALOLO 8 4 Sailboat $8,800 $12,900 63.0 Ft STENELLA 6 3 Sailboat $10,700 $14,700 63.0 Ft DULCINEA 6 3 Motorsailer $16,500 $22,500 63.0 Ft SHIWARA 6 3 Sailboat $7,000 $7,000 62.0 Ft CRYSTAL CLEAR 4 2 Sailboat $6,950 $9,950 62.0 Ft ANAHITA 6 4 Sailboat $8,500 $13,300 62.0 Ft SUDIKI II 4 2 Motorsailer $6,500 $12,000 62.0 Ft PARADISE 4 3 Sailboat $6,400 $7,600 60.0 Ft FLAMBOYANCE 8 4 Sailboat $8,400 $15,200 57.0 Ft SASKIANNA 4 2 Sailboat $8,500 $12,000 56.1 Ft BANDERA 5 2 Sailboat $11,500 $14,500 56.0 Ft LA DOLCE VITA 6 3 Sailboat $6,450 $10,050 55.0 Ft SAYANG 6 3 Sailboat $7,400 $11,900 54.0 Ft VERNA BREEZE 4 2 Sailboat $5,999 $6,500 51.0 Ft SHENEMERE 6 3 Sailboat $5,890 $9,990 51.0 Ft BLEU TURQUOISE 6 3 Sailboat $7,000 $10,000 51.0 Ft PHAEDRUS 2 1 Sailboat $5,600 $5,900 51.0 Ft SOPHISTICATED LADY 6 3 Sailboat $7,000 $9,900 51.0 Ft MAÑANA MAYBE 6 3 Sailboat $6,000 $10,800 50.0 Ft ANTILLEAN 6 3 Sailboat $5,700 $9,000 50.0 Ft ISLANDER 4 2 Sailboat $4,900 $6,200 50.0 Ft 5 STAR 2 1 Sailboat $6,900 $6,900 49.0 Ft QWEST 2 2 Sailboat $5,950 $5,950 48.0 Ft STORM PETREL 4 2 Sailboat $4,150 $4,900 48.0 Ft VICTORIA (SWAN 48) 2 1 Sailboat $6,900 $6,900 46.5 Ft FIDELITY 4 2 Sailboat $4,999 $6,999 46.0 Ft SYNERGY 2 1 Sailboat $5,900 $6,100 46.0 Ft SPIRIT 2 1 Sailboat $5,500 $5,500 45.0 Ft CORUS 2 1 Sailboat $4,300 $5,600 45.0 Ft HONIARA 4 2 Sailboat $5,400 $7,400 41.0 Ft ANTIQUITY 4 2 Sailboat $4,275 $5,275 40.0 Ft WINDBORNE 4 2 Sailboat $4,000 $5,000 Select a Maximum of 5 yachts and us for more details. Your Name: Email: Phone: Possible Travel Dates: Travel Destination: # Guests: Questions/Comments:        Carefree Yacht Charters 6040 Kilimanjaro Drive,Evergreen,Colorado,80439,USA http://www.carefreecharters.com (888) 670-6884 / (303) 670-6884 info@carefreecharters.com