Overnight yacht charter Puerto Rico to Culebra USVI
Overnight & Multi-Day Charters

Wake Up
in Culebra

Private overnight and multi-day yacht charters from Fajardo. Anchor in paradise, sleep under Caribbean stars, reach the US Virgin Islands in 2 nights.

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40mi
To USVI
1–5
Night trips
$1,800
Per night from
4.9★
150+ Reviews
30+
Years experience
Where We Go

Overnight Destinations

From a single night at Icacos to a 5-day USVI voyage — every route departs from Villa Marina, Fajardo.

Culebra overnight charter from Puerto Rico
Culebra
18 nautical miles · 1–2 nights
Home to Flamenco Beach (ranked top 10 in the world). Anchor in Ensenada Honda bay, explore the reef, snorkel off the boat. No cars, no crowds, no noise.
Vieques overnight boat charter
Vieques
24 nautical miles · 1–2 nights
Wild horses on the beach, bioluminescent bay, coral reefs, and virtually no tourists. Anchor off a secluded cove and watch the water glow at night.
Puerto Rico to US Virgin Islands yacht charter
US Virgin Islands
40 nautical miles · 3–5 nights
St. Thomas, St. John, Tortola. Charter Island vibes: mooring balls at Cinnamon Bay, snorkeling the Buck Island reef, sunset cocktails at Cruz Bay. All within US territory.
Packages

Choose Your Trip

All overnight packages are fully customized around your dates, group size, and destinations.

1 Night
Culebra Overnight
From $1,800
per night · up to 6 guests
  • Depart Fajardo afternoon
  • Overnight anchor at Culebra Bay
  • Morning snorkel at Flamenco
  • Return Fajardo next afternoon
  • Captain, mate, fuel, provisions
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2–3 Nights — Most Popular
Island Hopper
From $1,800
per night · up to 6 guests
  • Night 1: Culebra (Flamenco Beach)
  • Night 2: Vieques or Spanish VI
  • Snorkel, swim, explore each morning
  • Private chef dinner add-on available
  • Full provisioning + crew onboard
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4–5 Nights
Puerto Rico to USVI
Custom Quote
based on vessel & group
  • Fajardo → Culebra → St. Thomas
  • St. John, Tortola, Norman Island
  • No passport required (US territory)
  • Private chef, provisioning, fuel
  • Snorkeling, fishing, beach days
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Sample Itinerary

3-Night Island Hopper

Ocean Alexander 48ft · 4 guests · Depart Friday, return Monday

Friday · Day 1
Fajardo → Culebra
2pm departure. 18-mile cruise through the Caribbean. Anchor at Ensenada Honda. Sunset cocktails on deck. Sleep aboard as the bay glows.
Saturday · Day 2
Flamenco Beach Day
Morning snorkel off the boat. Dinghy into shore at Flamenco Beach. Afternoon: ride out to Louis Peña reefs. Night 2 at anchor in the bay.
Sunday · Day 3
Culebra → Vieques
Morning cruise south to Vieques. Anchor off Sun Bay. Swim, explore, afternoon nap on deck. Night swim in the bioluminescent bay. Third night aboard.
Monday · Day 4
Back to Fajardo
Morning snorkel at Vieques reef. Final breakfast on board. Scenic return cruise to Villa Marina. Arrive mid-afternoon.
What’s Included

Every Night Onboard

Overnight charters include everything listed — plus sleeping cabins with linens and air conditioning.

👨‍✈️
USCG Captain
🧑‍🤝‍🧑
Professional Mate
⛽
Fuel
🛏️
Cabins & Linens
❄️
Air Conditioning
🍳
Breakfast Daily
🥤
Drinks & Snacks
🤿
Snorkel Gear
🏄
Floating Mat
🎵
Bluetooth Music
Recommended Vessels

Best Boats for Overnight Trips

These vessels have full sleeping cabins, galley kitchens, and generators — built for nights at anchor.

Ocean Alexander 48ft overnight charter Puerto Rico
Ocean Alexander 48FT
Up to 6 overnight guests · 3 cabins · Full galley · AC · Generator
$1,800 / night from
Request This Boat
Catamaran 48ft overnight charter Puerto Rico
Catamaran Lagoon 48FT
Up to 8 overnight guests · 4 cabins · Large deck · Stable at anchor
Custom quote
Request This Boat

Overnight Charter FAQ

Do I need a passport to go to the US Virgin Islands by boat from Puerto Rico?
US citizens do not need a passport to travel between Puerto Rico and the US Virgin Islands since both are US territories. However, you will need a valid US passport or Real ID driver’s license. Non-US citizens need a valid US visa or their standard travel documents.
How far is Puerto Rico from Culebra by boat?
Culebra is approximately 18 nautical miles east of Fajardo. At cruising speed, the trip takes about 1.5–2 hours depending on the vessel and sea conditions.
Is it safe to anchor overnight in Puerto Rico?
Yes. Our overnight charters anchor in protected bays like Ensenada Honda at Culebra and Sun Bay at Vieques, which are calm and well-established anchorages used by charter fleets year-round. Our USCG-licensed captain monitors conditions and chooses the safest spots for each night.
Can we fish during an overnight charter?
Yes, fishing can be added to any overnight charter. We can arrange fishing gear and target wahoo, mahi-mahi, and tuna along the route. Mention fishing when you book and we’ll configure the trip accordingly.
How do I book an overnight charter?
WhatsApp is the fastest way: +1-787-717-3779. Tell us your dates, group size, desired destinations, and any add-ons. We’ll send a custom proposal within hours. A 30% deposit confirms your dates; balance due day of departure.

Tell Us Your Dates —
We’ll Build the Trip

Custom overnight charters crafted around your group. WhatsApp us — usually a same-day response.

Plan Our Overnight Trip
📞 787-717-3779  ·  English & Spanish  ·  Daily 7am–7pm