Veterans Drive Charlotte Amali, St. Thomas, St. Thomas, 804, VI
resort comparison guide

Windward Passage vs Margaritaville Vacation Club St. Thomas

Choosing between Windward Passage Hotel and Margaritaville Vacation Club St. Thomas? This in-depth comparison breaks down location, vibe, rooms, food, nightlife, price & more so you can decide which stay is the best fit for your getaway.

Windward Passage Hotel resort
Windward Passage Hotel
All-Ages • Charlotte Amalie • Harbor Location

Best for travelers who want a practical, all-ages Charlotte Amalie hotel near the harbor, ferry docks, downtown shopping, and the airport.

Margaritaville Vacation Club St. Thomas resort
Margaritaville Vacation Club St. Thomas
Vacation Club • St. Thomas • Resort-Style Stay

Better for travelers who want a more leisure-focused St. Thomas vacation-club setting with a relaxed Margaritaville-style resort atmosphere.

Quick Verdict: Windward Passage Hotel vs Margaritaville Vacation Club St. Thomas

If you want a convenient base in Charlotte Amalie with harbor access, on-site dining, a courtyard bar, pool, spa, gym, and easy inter-island travel, Windward Passage Hotel is the more practical pick.

If your priority is a more resort-style stay with a laid-back vacation-club feel, Margaritaville Vacation Club St. Thomas is the stronger fit for travelers planning to spend more time relaxing on property.

Bottom line: choose Windward Passage Hotel for central convenience and ferry-friendly exploring; choose Margaritaville Vacation Club St. Thomas for a more escapist St. Thomas resort vibe.

Windward Passage Hotel vs Margaritaville Vacation Club St. Thomas – At a Glance

Category Windward Passage Hotel Margaritaville Vacation Club St. Thomas
Overall Vibe All-ages, centrally located harbor hotel with practical amenities, a courtyard pool scene, and easy access to Charlotte Amalie. Vacation-club resort atmosphere with a more laid-back island leisure focus and a branded Margaritaville feel.
Location On Veterans Drive in Charlotte Amalie, directly across from the harbor and near the inter-island ferry dock. On St. Thomas in a more resort-oriented setting, better suited to travelers who want the vacation itself to feel more contained on property.
Rooms & Suites Individually furnished guest rooms with air conditioning, refrigerator, coffee maker, safe, flat-screen TV, private balcony, and private bathroom. Vacation-club style accommodations, appealing to travelers who prefer a more residential resort stay over a traditional city hotel setup.
Dining On-site Windward Restaurant for breakfast and dinner, plus in-room dining and a courtyard bar/lounge for cocktails and evening atmosphere. More aligned with a relaxed resort dining-and-drinks experience than a downtown hotel restaurant setup.
Pools & Beach Freshwater outdoor pool with sun loungers in a courtyard-style hotel setting; beach trips require heading off property. Stronger choice if you want a more classic St. Thomas resort pool-and-coast vacation feel.
Kids & Family All-ages hotel where children are welcome, best for families who value location, convenience, and simple on-site amenities. All-ages vacation-club resort atmosphere that can suit families wanting more time relaxing at the resort.
Price & Value Best value for travelers who want a central Charlotte Amalie base, airport convenience, ferry access, and useful amenities without needing a full resort setting. Best value for travelers who will use the more leisure-focused resort environment and want their stay to feel like a dedicated island getaway.

Rooms & Suites: Harbor-Hotel Practicality vs Vacation-Club Comfort

Windward Passage Hotel – Room Style

Rooms at Windward Passage Hotel are straightforward and practical, with the in-room essentials most travelers need for a short St. Thomas stay or island-hopping base.

  • Air conditioning, refrigerator, coffee maker, safe, and flat-screen TV in all rooms
  • Private balconies and private bathrooms with hair dryers
  • Good fit for travelers who care more about location and convenience than a sprawling resort layout

Windward Passage Hotel is the better pick if you want a functional Charlotte Amalie room close to the harbor, ferry dock, and airport.

Margaritaville Vacation Club St. Thomas – Room Style

Margaritaville Vacation Club St. Thomas leans more toward a vacation-club resort stay, making it a better match for travelers who want a more relaxed, residential-feeling island escape.

  • Better suited to guests who want a resort-style stay rather than a downtown hotel base
  • Appeals to travelers planning more downtime on property
  • Best for couples, families, or friends who want a more leisure-focused St. Thomas setting

If you want your room experience to be part of a broader resort vacation rather than simply a convenient place to sleep, Margaritaville Vacation Club St. Thomas has the edge.

Dining & Drinks: Hotel Restaurant Convenience vs Resort-Style Leisure

Windward Passage Hotel – Restaurants & Bars

Dining at Windward Passage Hotel is convenient for guests who want on-site meals without leaving Charlotte Amalie, especially before or after ferry travel, flights, or downtown exploring.

Expect:

  • Windward Restaurant serving breakfast and dinner options, including West Indian and Continental influences
  • In-room dining available at the hotel
  • Courtyard Bar/Club Lounge atmosphere with cocktails and evening entertainment

Margaritaville Vacation Club St. Thomas – Restaurants & Bars

Margaritaville Vacation Club St. Thomas is better framed as a relaxed resort-style dining and drinks experience, especially for travelers who want their meals and downtime to feel part of the vacation setting.

  • More leisure-focused atmosphere than a central harbor hotel
  • Better for travelers who want to linger at the resort between meals, drinks, and pool time
  • Ideal if the Margaritaville vacation mood is part of the appeal

If you want straightforward on-site dining in Charlotte Amalie, Windward Passage Hotel works well; if you want a more resort-style food-and-drinks mood, Margaritaville Vacation Club St. Thomas is the better fit.

Pools & Beach: Courtyard Pool Base vs Resort Vacation Scene

Windward Passage Hotel – Pool & Beach Scene

Windward Passage Hotel offers a freshwater outdoor pool with sun loungers, giving guests a simple place to cool off between downtown plans, ferry trips, and island excursions.

  • Freshwater outdoor pool in a hotel courtyard setting
  • Sun loungers available for relaxed downtime
  • Best for travelers who plan to visit beaches around St. Thomas rather than stay beachfront all day

Margaritaville Vacation Club St. Thomas – Pool & Beach Scene

Margaritaville Vacation Club St. Thomas is the stronger choice for travelers who want the pool-and-coast atmosphere to be a central part of the stay.

  • More resort-oriented setting for lounging and relaxing
  • Better for guests planning slower days on property
  • Stronger fit for a classic island-vacation feel

If your St. Thomas plans revolve around exploring, Windward Passage Hotel is convenient; if you want a more resort-centered pool-and-beach mood, Margaritaville Vacation Club St. Thomas is the easier pick.

Kids & Family: All-Ages Convenience vs Relaxed Vacation-Club Stay

Windward Passage Hotel – Family Fit

Windward Passage Hotel is an all-ages property where children are welcome, making it workable for families who want a central St. Thomas base with practical amenities.

  • Children of all ages are welcome at the hotel
  • Good for families who value proximity to Charlotte Amalie and inter-island transportation
  • Best for families who plan to spend much of the trip exploring beyond the hotel

Margaritaville Vacation Club St. Thomas – Family Fit

Margaritaville Vacation Club St. Thomas is also a strong fit for travelers who want a more relaxed resort-style atmosphere, including families who prefer easier on-property downtime.

  • Better for families who want a more vacation-focused setting
  • Works well for multi-generational travelers who prefer a resort atmosphere
  • Stronger for groups who want more of the trip centered around the property

If your family wants a convenient base for ferries, downtown, and excursions, choose Windward Passage Hotel; if you want a slower resort-style family stay, Margaritaville Vacation Club St. Thomas is likely the better match.

Price & Value: Which St. Thomas Stay Feels More Worth It?

Windward Passage Hotel – Value Snapshot

Windward Passage Hotel offers the most value when location and logistics matter: it is near the harbor, ferry dock, downtown Charlotte Amalie, and a short drive from the airport.

  • Best for travelers who want a central base in Charlotte Amalie
  • Great if ferry access, airport convenience, and downtown proximity matter
  • Strong value for guests who will spend more time exploring St. Thomas than staying on property all day

Margaritaville Vacation Club St. Thomas – Value Snapshot

Margaritaville Vacation Club St. Thomas is the better value if your priority is a more resort-style stay and you expect to use the vacation-club setting as a major part of the trip.

  • Best for travelers who want a stronger resort vacation feel
  • Stronger for couples, families, or friends planning more downtime on property
  • Worth it if the laid-back Margaritaville atmosphere is part of why you are choosing St. Thomas

Who Wins? Best St. Thomas Hotel by Travel Style

Best for Harbor Access & Ferry Convenience
Windward Passage Hotel resort

Windward Passage Hotel

Choose Windward Passage Hotel if you want an all-ages, centrally located Charlotte Amalie hotel with harbor access, on-site dining, a pool, and practical amenities for exploring.

Best for Relaxed Resort-Style Vacations
Margaritaville Vacation Club St. Thomas resort

Margaritaville Vacation Club St. Thomas

Margaritaville Vacation Club St. Thomas is the better pick if you want a more relaxed vacation-club resort atmosphere and plan to spend more time enjoying the property itself.

Best for Downtown Charlotte Amalie Exploring
Windward Passage Hotel resort

Windward Passage Hotel

For travelers who want ferry convenience, downtown access, airport proximity, and a straightforward hotel base, Windward Passage Hotel is the smarter choice.

Best for Laid-Back Island Downtime
Margaritaville Vacation Club St. Thomas resort

Margaritaville Vacation Club St. Thomas

If you want a more escapist St. Thomas stay with a laid-back resort feel, Margaritaville Vacation Club St. Thomas is the stronger match.

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Windward Passage Hotel

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