Simplicity Charters Virgin Islands

🛥️ Luxury Yachts • 👨‍✈️ Licensed Captains • 🌴 Island Vibes

All-inclusive vibes with transparent pricing options — perfect for birthdays 🎂, bachelorettes 💍, proposals 💖, and sunset cruises 🌅.

📞 Call Now 🍽️ Catering 🎈 Decorations 📝 Sign Bareboat Charter ✅ Boating License
✨ Every Charter With Us Includes:
Captain 👨‍✈️, Crew 👥, Fuel ⛽, Water Mat 🌊, Ice ❄️, Water 💧 & Bluetooth Music 🎶
Featured Yachts

Choose Your Perfect Yacht

Hand-picked Miami charters by size—ideal for birthdays, proposals, sunsets, and luxury sightseeing. Tap “View Yacht” for photos, pricing, and full specs.

Aicon 70-foot yacht rental in Miami with skyline views
Signature Yacht

Aicon 70ft

A sleek 70-foot yacht charter for Miami skyline cruises, swim stops, and upscale celebrations.

Up to 13 Premium Sound Swim Stop
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All Fees Included*
80-foot Uniesse yacht rental in Miami for groups and parties
Best For Groups

Uniesse 80ft

An 80-foot yacht charter built for group celebrations—big deck energy, photo moments, and smooth cruising.

Party Ready Photo Spots Cooler Space
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All Fees Included*
71-foot party yacht rental in Miami for events and sunset cruises
Party Yacht

Sea Ray Bridge 50ft

A 50ft-foot party yacht rental for birthdays, bachelorettes, and unforgettable Miami sunset cruises.

50 ft Event Vibes Sunset Cruise
View Yacht Get Quote
All Fees Included*

*Tip not included.

Tap a card to expand. Use the filter to quickly sort by vibe.

Celebrations

Celebrations

Birthdays, bachelorettes, and group days on the water with great music, photo moments, and a route that matches your pace.

Romance

Romance

Proposals, anniversaries, and intimate sunset moments—calm cruising, skyline views, and a clean, private setting.

Family Days

Family

Easy, kid-friendly cruising with comfortable seating, swim stops, and a simple plan that works for mixed ages.

Corporate & Groups

Corporate

Client hosting, team outings, and celebrations with a polished vibe—great for conversation, photos, and easy logistics.

Signature Cruises

Cruises

Skyline routes, golden-hour cruising, and “just relax” days—perfect when you want Miami views without a big agenda.

Adventure & Swim Time

Adventure

Sandbar-style stops, swim breaks, and active water time—choose a trip that balances cruising with getting in the water.

Premium Fleet

Premium

Bigger layouts, more space to host, and an elevated onboard feel—ideal for higher-end celebrations and larger groups.

U.S. Virgin Islands Yacht Destinations & Routes — St. Thomas, St. John & Water Island | Simplicity Charters

U.S. Virgin Islands Yacht Destinations & Routes

Build your perfect route: calm bays, reef snorkeling, beach stops, and sunset cruises. Tap a destination for maps, tips, pickup marinas, and suggested cruise lengths.

Route Ideas Pickup Marinas Maps + Tips Snorkeling + Beaches
🗺️ Overview 🌊 Magens 🏝️ Honeymoon 🏖️ Trunk 🌞 Cinnamon 🐢 Maho ⭐ Christmas Cove ❓ FAQs

Overview Map & Route Ideas

Switch between an interactive Google Map and a printable route diagram. Exact routes vary with wind, sea state, and yacht size.

🖨️ Print Page 📍 Pickup Marinas

Tip: Try Satellite view for reef lines and protected coves. Captains finalize safe routes day-of.

Popular Yacht Destinations in the U.S. Virgin Islands

Pick spots that fit a half-day or full-day cruise. Each card includes a map and quick planning links.

Magens Bay (St. Thomas)

🔗

A world-famous crescent bay with calm, protected water—perfect for swimming, photos, and a relaxed anchoring stop.

  • ⏱️ Typical: Half-day or Full-day
  • 📍 Near: North St. Thomas
  • 🧭 Combo: Magens ➜ Water Island
📘 Read Guide St. Thomas Red Hook Pickup Marinas

Arrive earlier for the smoothest water; captains choose the safest anchor point for conditions.

Honeymoon Beach (Water Island)

🔗

A laid-back beach stop just off St. Thomas—turquoise shallows, easy anchoring, and classic island chill.

  • ⏱️ Typical: Half-day
  • 📍 Near: Charlotte Amalie
  • 🧭 Combo: Water Island ➜ Sunset cruise
📘 Read Guide Water Island St. Thomas Pickup Marinas

Great for a swim + lunch vibe. Captains pick calm coves if trade winds are up.

Trunk Bay (St. John)

🔗

Iconic National Park beach with crystal-clear water—popular for snorkeling and postcard-perfect sand.

  • ⏱️ Typical: Full-day preferred
  • 📍 Near: Cruz Bay
  • 🧭 Combo: Trunk ➜ Cinnamon ➜ Maho
📘 Read Guide St. John Cruz Bay Pickup Marinas

National Park rules apply. Captains follow best-practice anchoring and safety guidance.

Cinnamon Bay (St. John)

🔗

Long, beautiful beach on St. John’s north shore—great swim water and an easy add-on to Trunk/Maho routes.

  • ⏱️ Typical: Full-day
  • 📍 Near: North Shore beaches
  • 🧭 Combo: Cinnamon ➜ Maho Bay
📘 Read Guide St. John North Shore Pickup Marinas

On breezier days, captains choose the most protected bay for comfort and clarity.

Maho Bay (St. John)

🔗

A favorite snorkeling bay—known for clear shallows and frequent sea turtle sightings (never guaranteed).

  • ⏱️ Typical: Full-day
  • 📍 Near: North Shore St. John
  • 🤿 Best: Snorkel time
📘 Read Guide St. John Snorkeling Pickup Marinas

Respect wildlife and keep distance. Captains choose safe entry/exit points for conditions.

Christmas Cove (Great St. James)

🔗

A classic mid-route anchorage with clear water—often paired with St. John beach stops and a Red Hook departure.

  • ⏱️ Typical: Half-day or Full-day
  • 📍 Near: Red Hook passage
  • 🧭 Combo: Cove ➜ Trunk/Cinnamon
📘 Read Guide Red Hook St. John Pickup Marinas

Good “in-between” stop when you want swim time without a long run to the far north shore.

Routes shown are examples. Wind, sea state, and vessel size determine the final itinerary. Your captain will optimize the plan day-of.

U.S. Virgin Islands Yacht Destinations — FAQs

What’s the best half-day route for first-timers?
A classic: Christmas Cove ➜ Honeymoon Beach (Water Island) for easy swim time and great photos. If seas are calm, swap in a St. John stop like Trunk or Cinnamon.
Where do we meet the yacht? Are there multiple pickup marinas?
Yes. Pickup depends on your route and vessel size (common areas include Red Hook and the St. Thomas waterfront). See Pickup Marinas.
Can we see wildlife (sea turtles, rays) on these routes?
Often—especially around Maho Bay and other calm snorkel coves. Sightings vary by time/conditions and are never guaranteed.
Full-day ideas that feel different from a typical beach day?
Go north shore: Trunk ➜ Cinnamon ➜ Maho for varied beaches and snorkel time, or split the day: Snorkel cove ➜ beach stop ➜ sunset cruise back.
Do wind and sea state affect where we can go?
Yes. Trade winds and swell can shape the plan. Your captain will have alternates to keep things smooth and safe.