From an intimate San Juan sunset cruise to the 82ft flagship for an unforgettable yes — here are the 10 yachts in the fleet best suited for popping the question, ranked.
Private, scenic, and timed around sunset.
Departs San Juan Bay Marina for a sunset cruise along the Old San Juan coastline — one of the most popular settings in the fleet for a proposal.
Cruises San Juan Bay past Old San Juan, El Morro, and Castillo San Cristóbal — an elegant, scenic backdrop for popping the question.
The crown of the fleet — a British-built superyacht with multiple cabins, departing Marina Puerto del Rey, Fajardo. An unforgettable backdrop for the moment.
Full luxury yachts, fully private, with a crew that knows how to give you space.
The largest Schaefer in the fleet, with complete crew and amenities for up to 12 guests.
British-built luxury for up to 12 guests, departing Marina Puerto del Rey, Fajardo — intimate enough for just the two of you, or with close family.
Quad 400hp outboards, a full cabin, head and galley, up to 12 guests, from $2,500 — private and comfortable.
A 2024 model with triple 300hp outboards, up to 12 guests, from $2,700 for 4 hours.
More deck space to bring the whole crew for the celebration right after.
One of the fleet's most requested yachts, from $2,800 for 4 hours or $3,300 for 6 — propose, then celebrate with the group.
The twin-hull design gives this yacht the most open deck space in the fleet, from $3,000 for 4 hours — room for family and friends to celebrate with you.
Spacious and stable for large groups, from $4,500 — propose, then head to Culebra or Vieques to celebrate.
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Each yacht has its own page with current pricing and availability — click through before you book.
The Schaefer 45ft San Juan is one of the most popular picks — a private sunset cruise along the Old San Juan coastline. The Sunseeker 82ft is the top choice for an unforgettable, larger-scale moment.
Yes, every charter on this list is fully private — it's only your group and the crew on board.
Yes, a private chef and champagne service can be added to any yacht on this list.
Yes — yachts like the Catamaran 48ft and Power Cat 50ft have extra deck space if you want to bring a larger group to celebrate right after you say yes.
A sunset cruise is the most popular choice, especially aboard the Schaefer 45ft San Juan or Bertram 70 along the Old San Juan skyline.