Veterans Drive Charlotte Amali, St. Thomas, St. Thomas, 804, VI
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Windward Passage Hotel: Month-by-Month Weather Guide
Trying to understand the weather before booking Windward Passage Hotel? This in-depth month-by-month guide breaks down St. Thomas dry season, warmer rainy months, hurricane-season risk, humidity, and the best windows for beach days, ferry trips, and exploring the historic downtown—so you can pack and plan with fewer surprises. Whether you want peak-season reliability, shoulder-season value, or a clearer picture of September and October rain risks, this guide shows what each part of the year is likely to feel like.
Planning your stay guide
Wondering what the weather is like by month at Windward Passage Hotel? This guide breaks down what each month typically feels like in St. Thomas, U.S. Virgin Islands—including average temperatures in °F, humidity, rain chances, and what that means for beach days, sailing trips, snorkeling, and exploring Charlotte Amalie from this historic waterfront property.
Quick takeaway:
Windward Passage Hotel enjoys warm Caribbean weather year-round in St. Thomas. Most days land roughly between 80–88°F for daytime highs. The most consistently comfortable stretch is usually December–April (often around 80–84°F highs with lower humidity and drier conditions), while June–September tends to feel hotter and more humid (often around 86–88°F) with higher rain risk.
St. Thomas harbor note: The hotel's waterfront location puts you right in Charlotte Amalie's harbor—breezes off the water often make afternoons feel more comfortable than the temperature suggests.
Windward Passage Hotel enjoys warm Caribbean weather year-round in St. Thomas. Most days land roughly between 80–88°F for daytime highs. The most consistently comfortable stretch is usually December–April (often around 80–84°F highs with lower humidity and drier conditions), while June–September tends to feel hotter and more humid (often around 86–88°F) with higher rain risk.
St. Thomas harbor note: The hotel's waterfront location puts you right in Charlotte Amalie's harbor—breezes off the water often make afternoons feel more comfortable than the temperature suggests.
Most comfortable highs: ~80–84°F (Dec–Apr)
Hottest feel: ~86–88°F (Jul–Sep)
Rainier stretch: Aug–Nov (more storms possible)
Sweet spot value: May & Nov (often)
Use the month-by-month cards below to choose the best timing for your trip style: sunny beach weather, island exploration, snorkeling and sailing, or better rates—without guessing.
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Explore the hotel
Continue planning your stay at Windward Passage Hotel with these quick guides. Explore room options, learn about the Courtyard Bar, and discover activities and attractions near this historic waterfront property in Charlotte Amalie, St. Thomas.
Windward Passage Hotel Weather by Month (Quick Overview)
This quick chart helps you compare months at a glance for Windward Passage Hotel in St. Thomas. Use it to plan for sunshine, humidity, and the easiest conditions for beach days, harbor exploring, and island excursions.
| Month | Typical temps (°F) | Rain & humidity | Best for |
|---|---|---|---|
| Jan | High ~81–84°F • Low ~72–75°F | Lower humidity; generally drier | Peak comfort + best sailing conditions |
| Feb | High ~81–84°F • Low ~72–75°F | Drier feel; reliable sunshine | Beach exploration + harbor walks |
| Mar | High ~82–85°F • Low ~73–76°F | Still relatively dry | Snorkeling trips + island tours |
| Apr | High ~83–86°F • Low ~74–77°F | Humidity rises slightly | Spring getaways + warm water |
| May | High ~85–87°F • Low ~76–78°F | More humid; showers more common | Shoulder season value + warm seas |
| Jun | High ~86–88°F • Low ~77–79°F | Humid; passing showers possible | Summer trips + harbor breezes |
| Jul | High ~87–88°F • Low ~78–80°F | Higher humidity; storms possible | Hot weather + cooling harbor location |
| Aug | High ~87–88°F • Low ~78–80°F | Rain risk increases; storms possible | Deal hunting (flexible plans) |
| Sep | High ~87–88°F • Low ~77–80°F | Often rainier; higher storm risk | Lower crowds + value (flex plans) |
| Oct | High ~86–87°F • Low ~77–79°F | Rain risk tapers toward late Oct | Improving weather + strong value |
| Nov | High ~84–86°F • Low ~75–78°F | Humidity drops; drier pattern returns | "Sweet spot" before peak season |
| Dec | High ~82–84°F • Low ~73–76°F | Typically drier with lower humidity | Classic Caribbean weather + holidays |
Month-by-Month Weather at Windward Passage Hotel
These month cards translate the weather into real planning for Windward Passage Hotel: what it feels like at this waterfront property in Charlotte Amalie, how to time excursions, and what to expect for beach and harbor exploring.
Weather by month
January
One of the best months for comfortable St. Thomas weather—sunny afternoons, lower humidity, harbor breezes, and excellent conditions for sailing and snorkeling.
Typical tempsHigh ~81–84°F • Low ~72–75°F
Beach + harborExcellent for long days outside
Water conditionsClear and comfortable for swimming
Best forPeak "nice weather" trips + cruises
Weather by month
February
Reliable sunshine with a drier feel—perfect for exploring Charlotte Amalie, beach hopping, and enjoying the waterfront location with minimal rain.
Typical tempsHigh ~81–84°F • Low ~72–75°F
HumidityLower "sticky" feel
Island exploringIdeal for sightseeing and tours
Best forRomantic getaways + outdoor dining
Weather by month
March
Warm, easy weather that's ideal for mixing waterfront relaxation with excursions like snorkeling trips, island tours, and exploring nearby beaches.
Typical tempsHigh ~82–85°F • Low ~73–76°F
ExcursionsVery favorable conditions
Harbor breezesKeep afternoons comfortable
Best forSpring breakers + active travelers
Weather by month
April
More "summer feel" afternoons arrive, but it's still one of the best months for sunshine with manageable humidity—great for beach days and water activities.
Typical tempsHigh ~83–86°F • Low ~74–77°F
Water feelWarm and inviting for swimming
HumidityStarting to rise
Best forLate dry season trips
Weather by month
May
Hotter afternoons and higher humidity—still excellent for beach-focused stays, with occasional showers that usually pass quickly in the afternoon.
Typical tempsHigh ~85–87°F • Low ~76–78°F
Rain feelPassing showers become more common
Best timingExcursions earlier in the day
Best forShoulder season value + warm seas
Weather by month
June
Hot and humid—prime time for beach days and enjoying the harbor breezes at the waterfront hotel. Plan shade breaks and stay hydrated.
Typical tempsHigh ~86–88°F • Low ~77–79°F
HumidityHigh tropical feel
Rain feelShowers possible, often brief
Best forSummer trips + waterfront cooling
Weather by month
July
Peak summer heat—expect strong sun, warm evenings, and the harbor location's cooling breezes become especially welcome. Midday shade breaks matter.
Typical tempsHigh ~87–88°F • Low ~78–80°F
MiddayHigh UV; shade + hydration help
Rain feelStorms possible, not constant
Best forHot weather beach trips
Weather by month
August
Very warm and humid with higher rain chances—often a strong month for deals if you're flexible on outdoor activities and excursion timing.
Typical tempsHigh ~87–88°F • Low ~78–80°F
Rain feelMore frequent showers
PlanningKeep island tours flexible
Best forDeal hunters + beach days
Weather by month
September
Warm and often rainier with higher storm risk—fewer travelers visit, and value can be excellent with flexible plans focused on the waterfront location.
Typical tempsHigh ~87–88°F • Low ~77–80°F
HumidityHighest tropical feel
Rain feelHigher chance of rainy periods
Best forLower crowds + value weeks
Weather by month
October
Still warm, but conditions often improve later in the month—good value with better weather trends, especially for beach time and harbor exploring.
Typical tempsHigh ~86–87°F • Low ~77–79°F
Rain feelCan taper late month
ExcursionsBetter with flexible timing
Best forDeals + improving weather
Weather by month
November
Humidity typically drops and the weather feels comfortable again—one of the best months for a balanced St. Thomas trip with good value.
Typical tempsHigh ~84–86°F • Low ~75–78°F
EveningsComfortable for harbor walks
Rain feelLower than late summer
Best forShoulder-season sweet spot
Weather by month
December
Classic Caribbean conditions return—comfortable days, harbor breezes, and a great time for holiday travel and exploring Charlotte Amalie.
Typical tempsHigh ~82–84°F • Low ~73–76°F
EveningsComfortable; light layer optional
Rain feelGenerally lower
Best forPeak weather + festive trips
What to Pack for Windward Passage Hotel (By Weather)
Packing for Windward Passage Hotel is all about sun + humidity + island versatility. Plan for beach days, harbor exploring, and Charlotte Amalie walking tours. Rule of thumb: Dec–Apr is easier for extended outdoor time, while Jun–Sep feels hotter and more tropical.
Drier, more comfortable months (often ~80–84°F highs)
- Light layer for breezier evenings near the harbor
- Reef-safe sunscreen + sunglasses + hat (UV stays strong)
- Comfortable walking shoes for Charlotte Amalie exploring
- Beach-to-town outfits (waterfront location makes transitions easy)
- Snorkeling gear if you prefer your own equipment
Hotter, more humid, rainier months (often ~86–88°F highs)
- Breathable clothing (linen/cotton blends, moisture-wicking)
- Compact rain layer + water-resistant sandals
- Electrolytes + after-sun + humidity-friendly hair/skincare
- Extra swimwear (you'll rotate more with humidity)
- Portable fan or cooling towel for midday comfort
FAQ: Windward Passage Hotel Weather by Month
What month has the best weather at Windward Passage Hotel?
Many travelers prefer the drier, more comfortable stretch from December through April, when daytime highs are often around 80–84°F with lower humidity—making it easier to plan beach days, sailing trips, and Charlotte Amalie exploring.
What months feel the hottest and most humid in St. Thomas?
July through September often feels the hottest and most humid, with typical daytime highs around 87–88°F. The hotel's waterfront location with harbor breezes helps—just plan shade breaks and stay hydrated during peak heat.
Does it rain every day in late summer or early fall?
Not usually, but you can see more frequent showers and occasional stormy periods, especially August through October. Many showers are brief and pass quickly—still, it's smart to keep island excursions flexible and have indoor backup plans.
Is Windward Passage Hotel still enjoyable during humid or rainy months?
Yes. The hotel's historic waterfront location in Charlotte Amalie means you're steps from shopping, dining, and harbor activities even during rain. The Courtyard Bar and nearby attractions offer plenty to enjoy when weather shifts plans.
How does the harbor location affect the weather feel?
The hotel's position on Charlotte Amalie Harbor often brings cooling sea breezes that make afternoons feel more comfortable than inland locations—especially during the hotter months. The waterfront setting also means quick access to sailing and boat excursions when conditions are favorable.
What's the water temperature like near Windward Passage Hotel?
The Caribbean stays warm year-round at this St. Thomas location. Water temperatures typically range from about 79–81°F in winter months to 83–85°F in summer—comfortable for swimming, snorkeling, and water activities throughout the year.
When is hurricane season in St. Thomas?
The Atlantic hurricane season officially runs June 1 through November 30, with the highest risk typically in August through October. While direct impacts are not common, it's wise to monitor weather forecasts during these months and consider travel insurance for added peace of mind.
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