As winter sets in across the Northern Hemisphere, the Caribbean becomes the yachting world’s favorite escape. But luxury yachting doesn’t need to come with a six-figure weekly price tag. In fact, some of the most impressive yachts cruising the region this winter offer extraordinary experiences at base rates under $100,000 per week, making world-class chartering more accessible than many imagine.
YATCO’s verified platform features a curated collection of charter yachts that blend style, comfort, performance and value. From modern sailing catamarans to spacious motor yachts and innovative eco-powered designs, the yachts below represent 10 standout options available across the Caribbean for the 2025/26 winter season.
Whether you’re dreaming of the Virgin Islands, the Grenadines, Antigua, or the Bahamas, these yachts offer the freedom to explore the Caribbean in elevated comfort without exceeding your budget. Let’s dive into the top 10 choices for the season.
The Top 10 Yachts to Charter in the Caribbean Under $100k
1. EROS
- Length: 114′ 10″ (35m)
- Builder: CUSTOM
- Year Built / Refit: 1939 / 2019
- Winter Base Rate: $46,000–$49,000/week
- Winter Cruising Area: Caribbean
A classic yacht with real soul, EROS brings heritage, beauty, and comfort together in an unforgettable way. Her fresh refit gives her original 1939 charm a modern, family-friendly feel with warm teak interiors, bright staterooms, and breezy deck spaces perfect for unwinding between anchorages. With four cabins for eight guests and spacious lounging areas above and below deck, she’s the kind of yacht that inspires lifelong memories. Ideal for families craving reconnection or friend groups looking for an authentic sailing experience, EROS delivers a rare blend of character and comfort at an exceptional value.
2. RISK TAKER
- Length: 105′ (32m)
- Builder: Hargrave
- Year Built: 2015
- Winter Base Rate: $65,000/week
- Winter Cruising Area: Bahamas, Bermuda
Bold, spacious, and beautifully maintained, RISK TAKER is the perfect choice for those seeking the comfort of a modern motor yacht under the $100K mark. Her four-stateroom layout sleeps eight guests in king, queen, and twin accommodations, while large gathering areas, from the jacuzzi to her expansive aft deck, make it easy to enjoy time together. A strong lineup of toys, including wave runners, paddleboards, wakeboards, and a 32’ Sea Fox tender, positions her as a top pick for active groups who want both luxury and adventure in equal measure.
3. ABUNDANCE
- Length: 104′ 8″ (31.9m)
- Builder: Alloy Yachts
- Year Built: 1996 (Refit 2025)
- Winter Base Rate: $42,000–$48,000/week
- Winter Cruising Area: Caribbean
A striking Alloy Yachts sailing vessel with nearly 105’ of graceful lines and ocean-going capabilities, ABUNDANCE offers a classic yet contemporary charter experience with a base rate under $50K, offering exceptional value for her size. Fresh from a major 2025 refit, she blends timeless craftsmanship with modern comfort across three well-appointed cabins for up to six guests. Her warm, inviting interior is complemented by expansive outdoor spaces ideal for dining, lounging, and taking in the Caribbean breeze under sail. Adventurous guests will enjoy a wide variety of toys, including water-skis, wakeboards, kayaks, paddleboards, and snorkel and diving equipment. With an experienced crew of four and a strong sailing pedigree, ABUNDANCE is perfect for charterers seeking performance, elegance, and relaxed luxury at an unbeatable weekly rate.
4. SHADES OF GREY
- Length: 80′ (24.38m)
- Builder: Sunreef Yachts
- Year Built: 2024
- Winter Base Rate: $86,930–$115,907/week
- Winter Cruising Area: Leeward Islands, Virgin Islands, Windward Islands
One of the latest additions to the Sunreef 80 fleet, SHADES OF GREY offers a wide-beam platform tailored for indoor-outdoor living. Her flybridge features sun pads, a wet bar, and sweeping views, while the expansive foredeck and aft cockpit provide multiple places to lounge, dine, and entertain. Interiors are chic and contemporary, with luxurious cabins for nine guests and advanced tech including Starlink internet and a premium sound system. With abundant water toys from SeaBobs to an inflatable slide, SHADES OF GREY is a sleek, stylish choice for larger groups seeking resort-like comfort on the water.
5. AHAVA
- Length: 78′ 5″ (23.9m)
- Builder: Sunreef Yachts
- Year Built: 2025
- Winter Base Rate: $97,362–$115,907/week
- Winter Cruising Area: Caribbean
A floating work of art, AHAVA redefines the Sunreef 80 experience through high-end design and thoughtful details. With fine walnut paneling, curated contemporary artwork, and a peaceful, gallery-like ambiance, she stands out for her sophistication. The master suite offers a rare luxury at this size: a private Hammam. Outdoor areas shine as well, from the chic flybridge to the cinema-ready aft deck. Ideal for guests who appreciate refined aesthetics and elevated comfort, AHAVA is one of the most luxurious catamarans available at this price point.
6. NALANI
- Length: 78′ 4″ (23.87m)
- Builder: Sunreef Yachts
- Year Built: 2024
- Winter Base Rate: $94,000–$130,000/week
- Winter Cruising Area: Caribbean
A next-generation Sunreef 80 Eco, NALANI blends sustainability with refined luxury. Her solar-powered systems allow near-silent operation which is perfect for tranquil anchorages where nature takes center stage. Five beautifully designed staterooms, expansive deck lounges, and panoramic living spaces give up to ten guests an elevated onboard experience. For travelers seeking cutting-edge design and eco-conscious comfort, NALANI delivers one of the most unique charters in the region, with select winter weeks still available for under $100K.
7. MOON SHADOW
- Length: 65′ (19.81m)
- Builder: Moon Yachts
- Year Built: 2023
- Winter Base Rate: $55,000–$63,000/week
- Winter Cruising Area: Caribbean (USVI / BVI / Saint Martin)
Beautifully designed and superbly spacious for a 65-footer, MOON SHADOW brings contemporary flair and comfort to the Caribbean charter scene. Her five-queen cabin configuration makes her ideal for larger groups, while her jacuzzi, flybridge lounge, and open-air relaxation zones create a laid-back setting for sun-drenched days at sea. Active travelers will appreciate the Seabobs and watersports selection, while food lovers will enjoy alfresco dining throughout the yacht. For a base rate under $60K per week, she offers exceptional value for a high-end multihull.
8. FLYING WHALE SIXTY SOLAR SAIL
- Length: 61′ 9″ (18.8m)
- Builder: Xquisite Yachts
- Year Built: 2024
- Winter Base Rate: $40,000–$42,000/week
- Winter Cruising Area: Bahamas, Caribbean
Eco-forward and intimate, FLYING WHALE SIXTY SOLAR SAIL is perfect for couples or small groups of up to four. As a new solar-assisted sailing yacht, she offers quiet cruising and a relaxed, boutique experience. Her master and VIP suites are beautifully arranged, while thoughtful deck spaces invite guests to unwind under the Caribbean sun. A wide selection of toys from kayaks and kneeboards to drones and fishing gear adds adventure and variety. At a base rate of just $40K per week, she is one of the best-value eco-luxury charters in the region.
9. SOUL MATES
- Length: 54′ (16.46m)
- Builder: Bali Catamarans
- Year Built: 2023
- Winter Base Rate: $29,000–$35,000/week
- Winter Cruising Area: Caribbean (USVI/BVI)
With an emphasis on open-plan living, SOUL MATES captures the signature Bali experience: panoramic views, abundant natural light, and seamless indoor-outdoor flow. Five guest cabins make her a versatile choice for groups up to ten, while her wide foredeck, aft cockpit, and breezy salon create inviting spaces for socializing. Toys like kayaks, paddleboards, and snorkel gear enhance every anchorage. Modern, stylish, and extremely well-priced, SOUL MATES is a go-to yacht for travelers seeking great value.
10. BOATOX
- Length: 50′ 7″ (15.4m)
- Builder: Robertson & Caine
- Year Built: 2024
- Winter Base Rate: $21,000–$25,000/week
- Winter Cruising Area: Caribbean (BVI / USVI / Saint Martin)
Compact yet impressively designed, BOATOX delivers a charming, relaxed charter experience for groups of up to six. Her three queen cabins and modern layout make her perfect for couples or families, while her wide foredeck and cockpit offer inviting places to lounge between swims. With kayaks, paddleboards, and snorkeling equipment included, she’s ideal for travelers who want active days on the water. At just over $20K per week to start, BOATOX is one of the most accessible private yacht charters in the Caribbean.
Set Sail for a Caribbean Winter Escape
Chartering a luxury yacht in the Caribbean doesn’t have to come with a six-figure price tag. From classic sailing yachts full of heritage to state-of-the-art multihulls and modern motor yachts, these ten vessels prove that unforgettable experiences can be found with a starting price of under $100K per week. Whether you dream of quiet bays in the Virgin Islands, vibrant nightlife in Saint Martin, or the turquoise shallows of the Bahamas, there’s a yacht on this list ready to bring your vision to life.
