Ten Best Caribbean SuperYacht Charters for 2020-2021

Ten Best Caribbean SuperYacht Charters for 2020-2021

The Caribbean is swiftly emerging as the best and safest yacht charter destination for 2020-2021. With short and often direct flights on offer from several US locations, as well as an array of itineraries and vessels to choose from, the tropical Caribbean is that light at the end of the COVID-tunnel we’ve all been craving for.  

Here are our top ten best Caribbean superyacht charters for 2020-2021: 

1. Best Superyacht Charter for Sportfishing and Diving  


  • Size: 162ft / 49m
  • Guests: 12 – 4 King(s), 2 Twin(s), 2 Pullman
  • Crew: 11
  • Price: From USD 230,000/week

Remember when we used to be able to travel freely and enjoy the world? Well, come to the Caribbean and enjoy a startling reminder! Remember When is a stunning Christensen superyacht whose owners took advantage of the travel hiatus this year to carry out a complete refurbishment. Boasting a 10-person on-deck jacuzzi, a well-equipped gym and an impressive array of water toys, fishing and SCUBA diving equipment, this spacious and elegant yacht is the perfect Caribbean playground for the active explorer. Certified divers can enjoy a liveaboard experience that’s unrivalled in the Caribbean – simply let us know in advance of your diving certification levels and we’ll ensure you’ll find all you need, on board.

2. Best Caribbean Superyacht Charter for 12 with Flexible Accommodations

Lady Joy

  • Size: 157ft / 47m
  • Guest: 12 Guests (6 cabins, multiple options)
  • Crew: 11
  • Price: From USD 189,000/week

Lavishly refitted in 2019 and offering expansive outdoor areas and an abundance of extras, Lady Joy is ideal if you’re after a luxury superyacht charter with plenty of cabin configuration flexibility. Aside from a full-beam Master Suite, you’ll have five staterooms on the lower deck, accessible by elevator: 3 Double(s) and 2 Twin(s) means sleeping options are plentiful. What impresses most about Lady Joy is its array of entertainment and leisure facilities, which include an on-deck jacuzzi and bar, exercise equipment, water skis, kayaks, beach games, fishing and snorkeling gear, wave runners, plenty of towables and inflatables, and a speedy tender so you can explore the remotest coves and beaches. Certified divers can also partake in SCUBA expeditions with a certified guide.

Traveling with a mixed group of all ages and levels of activity? Then consider this your ideal Caribbean superyacht for 2020-2021.

3. Best “Lounging on Deck” Caribbean Superyacht Charter


  • Size: 142ft / 43m
  • Guests: 12 - 3 King(s), 2 Queen(s), 2 Twin(s)
  • Crew: 9
  • Price: From USD 109,000/week

Designed and built in the USA, the Lady J is a head-turner that’ll seduce thrill-seekers in the Caribbean. Renowned for its impressive treasure-trove of water toys, this lady of the high seas is also immensely indulgent so we think she makes the perfect ‘lounging on deck’ superyacht. The suites are luxurious, common areas sumptuous and inviting and her pedigree crew – which includes a Cordon Bleu chef, masseuse and SCUBA divemaster – means you can lounge, feast and explore with the best in the charter business. The skylounge is tailor-made for entertaining and the on-deck jacuzzi and oversized sunpads allow you to soak up the Caribbean sun in style. For the ultimate in 5-star charter rewards, with all the added water toys, SCUBA excursion and culinary exploits you could ever dream, the Lady J will be therapy for the soul this year.

4. Best Superyacht for Charter

Just Enough

  • Size: 141 feet / 42m
  • Guests: 11- 2 King(s), 2 Queen(s), 1 Twin(s), 1 Pullman
  • Crew: 9
  • Price: $119,000/week plus expenses

This exquisite yacht is a for the eyes, and then some! With 5 stunning staterooms and several entertainment spaces sprawled across 3 spacious decks, Just Enough offers adventures, luxury, relaxation and fine-dining in the Caribbean and we think this stellar vessel is the absolute embodiment of superyacht charters. An impressive cache of water toys will entice active guests (we’re talking sea bobs, paddleboards, a water trampoline, wave runner, fishing and snorkeling gear) while the on-deck jacuzzi, splendid décor and world-class crew will seduce anyone who dreams of a postcard-perfect Caribbean charter.

5. Best Caribbean Superyacht Charter for 4 couples


  • Size: 130ft / 40m
  • Guests: 10 – 3 King(s), 2 Twin(s) – option to convert 1 Twin into a King
  • Crew: 7
  • Price: From USD 115,000/week

When holidaying with friends, it’s always challenging to find that perfect yacht that offers something for everyone but we believe FAR NIENTE does just that. Launched in 2014 and refitted in 2017, FAR NIENTE is a sleek Westport luxury superyacht that offers the ideal amount of space for 4 couples who want to share a Caribbean charter experience. It is unusual to find a yacht with four king beds. What we love most about this beautiful yacht is the open-planned interiors and abundance of outdoor space, not to mention an extensive array of amenities and toys. On-deck, you’ll find gym equipment, a gorgeous jacuzzi, sun loungers and outdoor dining areas. When you’re craving more active pursuits, you’ll have wave runners, water skis, paddle-boards, kayaks and a dozen other toys with which to play. Relaxing time alone or exhilarating water sports in company? Aboard FAR NIENTE, you can have it all.

6. Best Caribbean Superyacht Charter for Adrenaline Junkies


  • Size: 116ft / 58m
  • Guests: 8 Guests – 1 King(s), 2 Queen(s), 1 Twin(s)
  • Crew: 5
  • Price: From USD 60,000/week

If you’re ready to bust out of your isolation bubble and have an abundance of wicked fun, then UNBRIDLED is the Caribbean superyacht of your dreams. Designed to be classic-chic yet super cozy, this glorious Trinity Yacht gem offers copious lounging and entertaining areas and a treasure-trove of toys that just screams ‘PLAYTIME!’ The yacht is a certified water-sport training center and carries more watersport equipment (including SCUBA gear) than you’d find in much larger vessels – which is the prime reason she is so highly-coveted by families and adrenaline junkies alike. Undoubtedly one of the most well-equipped superyachts in its range, UNBRIDLED is an ideal all-rounder and offers unbeatable value for money to boot.

7. Best Superyacht Charter for under $80,000/week


  • Size: 116ft / 35m
  • Guests: 12 – 1 King(s), 2 Queen(s), 2 Twin(s), 2 Pullman
  • Crew: 6
  • Price: From USD 75,000/week

We represent many affordable luxury yachts in the Caribbean and TAIL LIGHTS is one of our absolute favorites. This floating ‘resort’ offers an experience that’s seriously hard to beat. Not only does TAIL LIGHTS look like something out of a James Bond film but she has the spunk to go along with her sleek lines. Bursting with enticing spaces that make socializing fun and easy, this striking yacht boasts an upper-deck jacuzzi, wet bar and lounging area, lower-deck al-fresco dining and a great teak swim platform from where her bevy of water toys can be launched. With plenty of sun-lounging space on the foredeck and a fantastic crew of 6 that consistently delivers unforgettable experiences, TAIL LIGHTS is one of the most popular charters. If you think she’ll be just perfect for your 2020-2021 Caribbean charter, we suggest you secure your spot asap.

8. Best Caribbean Superyacht Charter for Under $50,000/week


  • Size: 101ft / 30m
  • Guests: 8 – 2 King(s), 1 Queen(s), 1 Twin(s)
  • Crew: 5
  • Price: From USD 45,000/week

Can less ever be more? It sure can, when you charter Lady Deena II. Offering plenty of comfortable space for her 8 lucky guests, this Hargrave superyacht packs an impressive punch in her compact package. With plenty of outdoor space to soak up the splendor of the Caribbean (including a foredeck sun lounging area and aft-deck al-fresco dining area), spacious and elegant en-suite staterooms and a lovely array of water toys, Lady Deena II delivers everything you need for a memorable charter. Oh…and Captain Romero just happens to have notched up 6 months of culinary school in Florence. Expect mouthwatering cuisine and bundles of fun – all for under USD 50,000 per week!

9. Best Expedition Style Superyacht Charter


  • Size: 98ft / 29m
  • Guests: 10 – 3 King(s), 2 Double(s), 2 Twin(s)
  • Crew: 5
  • Price: From USD 60,000/week

This award-winning expedition vessel could easily take you around the world which means that, in the Caribbean, you can explore the remotest and most isolated islands without a worry. Offering all the glitzy glam of megayachts and all the adrenalin-pumping action of an expedition vessel (including 7 complete SCUBA diving sets & hyperbolic chamber), Vivierae II boasts plenty of outdoor space to enjoy those startling Caribbean views and the kind of plush interiors that befit long voyages at sea. Everything you’ll ever need and desire is onboard, including state-of-the-art entertainment, water toys galore and team of professionals who’ll deliver the adventure of a lifetime.

10. Best All-Inclusive Motor Yacht Charter


  • Size: 85ft / 26m
  • Guests: 10 – 2 King(s), 3 Queen(s)
  • Crew: 4
  • Price: $74,000/week

Compact, inviting, intimate and all-inclusive: a Caribbean charter aboard Angeleyes is the most relaxing and hassle-free experience you could have. Tailor-made for Caribbean adventures, this superb yacht is all about enjoying the glorious outdoors and the clever use of space – both indoor and outdoor – will make you feel as if you’re sailing on a megayacht twice the size.You’ll no doubt spend most of your time on the expansive aft-deck outer dining area, although the foredeck sun-lounging space and upper-deck hot-tub may just entice you to get up and about. What we cherish most about Angeleyes, however, is her crew, comprising a Captain who just seems to know the best Caribbean hidden-spots and a chef who creates the most titillating meals. If you’re seeking an all-inclusive yachting getaway with your loved ones in a tropical haven, aboard a drop-dead-gorgeous vessel, then you really couldn’t choose a more fitting upper yacht.