Luxury yacht at sunset in Puerto Rico, available for holiday and seasonal private charters
Holiday & Seasonal Charters

Holiday Yacht Charters in Puerto Rico — Every Season

From New Year's to Christmas, we build a private charter for every holiday and every season on the calendar.

📅 Year-Round Availability⛵ 4h to Multi-Day Charters🏝️ Icacos, Palomino, Culebra & Vieques💬 Custom Quote
21
Boats Available
11
Holiday & Season Pages
240
5-Star Reviews
100%
Private & Custom
Fajardo · Icacos, Palomino, Culebra & Vieques

One Company, Every Holiday of the Year

Whatever brings you to Puerto Rico — a holiday weekend, a school break, or just the right week to travel — we build a private charter around your dates. Every trip includes the same USCG-licensed captain, standard inclusions, and destinations, whether you're booking for New Year's or a quiet fall getaway.

Browse the seasons below to find the charter guide closest to your travel dates, or just message us directly with your dates and group size for a custom quote.

💬 Ask About Your Dates
Guests celebrating aboard a private yacht charter in Puerto Rico
Spring

Spring Charters

Summer

Summer Charters

Fall

Fall Charters

Fall Vacation

Fewer crowds, easier scheduling, and often better availability — a favorite quieter season for couples and small groups.

View Fall Charter Guide
Quiet palm-lined beach in Culebra, Puerto Rico, ideal for a fall vacation boat charter
Winter

Winter & Holiday-Season Charters

Booking Request

Request Your Holiday or Seasonal Charter

Tell us your dates, group size and which destination interests you — we'll send options and a custom quote for any holiday or season.

We reply within minutes by WhatsApp or email · no payment required to submit a request.

Every Boating Puerto Rico Charter

All-Inclusive, By Default

Every private charter includes the same standard inclusions — no hidden fees, no matter the season.

USCG-Licensed CaptainEvery charter, every boat
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First MateOn 6h+ and larger-boat charters
Fuel IncludedNo surprise fuel surcharges
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Water, Sodas & IceStocked and ready on board
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BeerIncluded for guests 21+
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Fresh Fruit & SnacksLight bites throughout the trip
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Sandwiches or WrapsOn 6-hour and 8-hour charters
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Bluetooth Music & Floating MatYour playlist, your afternoon on the water

Planning something extra for the occasion? Ask us about our onboard BBQ experience, from $250 for up to 6 guests, catering, a private chef, Jet Skis, Seabobs, or transportation from San Juan.

FAQ

Holiday Yacht Charter Puerto Rico — FAQ

Yes — we run dedicated charter experiences for New Year's, Semana Santa, Spring Break, Memorial Day, summer, Fourth of July, Labor Day, fall, Thanksgiving, Christmas and winter vacation weeks, all year round.
As early as possible — holidays and long weekends are our highest-demand dates.
No problem — we run private charters year-round. Send us your dates and group size and we'll send a custom quote.
Pricing is a custom quote by request based on your date, boat, and group size, with the same standard inclusions year-round.
Icacos and Palomino are close, easy options roughly 15–20 minutes from Fajardo. Culebra and Vieques are great choices for a longer full-day trip.
A USCG-licensed captain, fuel, water, sodas, ice and beer, fresh fruit and snacks, sandwiches or wraps on longer charters, a floating mat, and Bluetooth music — all standard, no hidden fees.

Plan Your Holiday or Seasonal Charter

Send us your dates, group size, and which destination interests you — we'll send options and an exact quote.

💬 WhatsApp — Ask Now 📞 (787) 717-3779

Custom quote by request · No payment required to inquire · Instant reply

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