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Top 24 Hotels Near Horace O’bryant Middle School
1105 Leon St Key West, FL 33040
Oceans Edge Key West Resort Hotel & Marina
In Key West, Oceans Edge Key West Resort Hotel & Marina provides a location that is a simple drive from Horace O’bryant Middle School, letting the stay begin on a positive and convenient note.
Arrivals at Oceans Edge Key West Resort Hotel & Marina often feature elegant reception areas, attentive staff, and concierge support for a polished introduction. Accommodations often include elegant furnishings, spacious layouts, and minibars that provide convenient refreshments for added guest comfort. Property amenities often include upscale dining, stylish lounges, and wellness areas designed to emphasize a polished luxury experience.
Accommodations often feature refined dining, wellness areas, valet support, and Wi-Fi, ensuring consistency throughout sophisticated travel.
The Perry Hotel & Marina Key West
The inherent advantage of The Perry Hotel & Marina Key West in Key West is having Horace O’bryant Middle School a direct run, allowing for a predictable travel plan.
The Perry Hotel & Marina Key West may provide a refined entrance with professional doorman presence, upscale finishes, and courteous lobby courtesies. Rooms may feature upscale interiors, plush bedding, and in-room espresso machines that contribute to a refined and luxury-oriented stay. Facilities may feature fine dining, elegant cocktail bars, and outdoor terraces that support a refined and comfortable guest retreat.
Guests may enjoy plush bedding, spa lounges, rooftop venues, and Wi-Fi, shaping a luxury retreat balanced with digital convenience.
Beachside Resort & Residences
At Beachside Resort & Residences, Horace O’bryant Middle School is an uncomplicated drive, a useful aspect that simplifies event-day travel.
Beachside Resort & Residences often features compact lobbies, garage parking, and digital check-in that emphasize reliable daily guest arrival support. Residences may highlight kitchenettes, modest desks, and climate control, creating reliable clarity for everyday apartment-style routines. Public spaces often showcase co-working rooms, gyms, and outdoor seating, sustaining reliable consistency for residential visitors.
Guests may encounter Wi-Fi, in-unit laundry, lounges, and rooftop terraces, reinforcing practical consistency for longer-term visits.
DoubleTree Resort by Hilton Grand Key - Key West
When the primary destination in Key West is Horace O’bryant Middle School, DoubleTree Resort by Hilton Grand Key - Key West's location an easy drive away allows the focus to remain on the visit.
DoubleTree extends inclusivity with allergy-friendly cookie options, ensuring more guests feel cared for during the brand’s signature ritual. Suites offer separate bedrooms and living rooms, giving families flexibility to divide space and maintain comfort during extended stays. Pools include sundecks with family seating, giving groups recharge opportunities and supporting relaxation in outdoor comfort.
Indoor pool, hot tub, fitness room, complimentary Wi-Fi, and meeting rooms provide recharge and productivity, sustaining balance throughout the stay.
Fairfield by Marriott Inn & Suites Key West at the Keys Collection
Horace O’bryant Middle School is an easy drive from Fairfield by Marriott Inn & Suites Key West at the Keys Collection, a layout that ensures the trip there is a pleasant part of the experience.
With bench seating and coat hooks by the entry, Fairfield Inn creates practical staging points where families can sort luggage and plans. Every suite offers microwaves, compact fridges, and coffee makers, letting guests manage food and drinks conveniently without leaving the hotel. Lobby lounges showcase couches, group tables, and bright décor, offering guests orientation clarity and comfortable spots to connect socially.
Complimentary Wi-Fi, hot breakfast with fruit and eggs, a fitness center, and indoor pool access combine to help travelers maintain balanced routines.
Hilton Garden Inn Key West / The Keys Collection
In Key West, Hilton Garden Inn Key West / The Keys Collection is situated a direct run from Horace O’bryant Middle School, which lends value to the guest experience.
Sofa clusters positioned at Hilton Garden Inn receptions form welcoming pause points, offering regrouping comfort for families and groups. Suites come with vanities, rainfall showers, and premium toiletries, letting guests refresh with comfort that feels attentive and elevated. Breakfast areas with cereal stations, omelet counters, and communal tables deliver morning consistency that supports clarity and energy.
Business centers, complimentary breakfast, outdoor pools, Wi-Fi, and self-parking deliver convenience that simplifies daily travel needs.
Hampton Inn Key West FL
For a trip to Key West, Hampton Inn Key West FL's location an easy drive from Horace O’bryant Middle School is a fundamental part of its practical appeal.
Curated décor at Hampton Inn receptions reinforces a polished and authentic identity, ensuring arrivals feel dependable and welcoming. Guest rooms provide smart HDTVs, streaming services, and sofa seating, giving travelers dependable entertainment for evening downtime. Meeting spaces with projectors, whiteboards, and ergonomic chairs create collaborative hubs that maintain productivity during group stays.
Complimentary breakfast, pet services, outdoor pools, business centers, and Wi-Fi connectivity give guests balance across leisure and work.
Blue Flamingo Resort Key West
The direct drive from Blue Flamingo Resort Key West to Horace O’bryant Middle School in Key West means guests have a reliable way to arrive without confusion.
At Blue Flamingo Resort Key West, arrivals typically involve elegant lobby décor, professional reception staff, and complimentary infused water service. Guest rooms typically offer stylish décor, premium linens, and bathrooms with marble finishes designed to emphasize a sophisticated tone. Amenities typically present spa services, upscale restaurants, and polished lounges that reflect a luxury-forward orientation.
A visit may present upscale dining, wellness services, EV charging, and Wi-Fi, supporting polished routines across leisure and business.
The Laureate Key West
From The Laureate Key West, the simple drive to Horace O’bryant Middle School is a core benefit without a long commute before the day begins.
The Laureate Key West often welcomes arrivals with warm greetings, curated décor, and complimentary lobby refreshments for guests. Accommodations may present eclectic décor, curated minibars, and plush bedding that highlight a refined boutique experience. Facilities often showcase locally inspired dining, cozy lounges, and co-working corners that emphasize boutique-style character.
A stay may present Wi-Fi, self-serve markets, laundry services, and pet-friendly policies, sustaining flexibility during boutique visits.
Havana Cabana at Key West
This direct commute to Horace O’bryant Middle School helps Havana Cabana at Key West guests get acquainted with the local Key West area without a long journey.
Guests arriving at Havana Cabana at Key West may encounter stylish lobby seating, polished reception, and concierge guidance for a luxury entry. Accommodations may present polished interiors, plush bedding, and minibars stocked with selections that add convenience to the guest stay. Shared spaces may offer elegant dining venues, stylish bars, and wellness facilities that emphasize a polished and refined atmosphere.
A stay often highlights elegant interiors, spa-inspired facilities, cocktail bars, and Wi-Fi, providing a dependable balance each day.
Ibis Bay Beach Resort
This easy drive to Horace O’bryant Middle School helps Ibis Bay Beach Resort guests get more connected to the Key West area.
Arrivals at Ibis Bay Beach Resort may highlight a no-frills reception, self-serve beverages, and close parking that keep arrivals uncomplicated. Rooms may provide premium bedding, modest seating, and streaming access, giving guests consistent comfort and entertainment options. Facilities typically include compact business centers, vending access, and laundry rooms that offer functional spaces for routines.
A stay often provides Wi-Fi, guest laundry, compact breakfast corners, and parking, supporting reliable routines in budget hospitality.
Courtyard by Marriott Key West Waterfront
For guests in Key West, Courtyard by Marriott Key West Waterfront keeps Horace O’bryant Middle School a simple cross-town drive, a spot that makes for a hassle-free start to the day.
Courtyard reinforces practicality with its Bistro, a lobby hub where meals, drinks, and casual seating support daily convenience. Each guest room includes large TVs, bedside outlets, and ergonomic chairs, blending relaxation, convenience, and productivity daily. At the Bistro, evening cocktails, light bites, and casual seating establish routines of connection and relaxation across stays.
With outdoor pools, meeting facilities, Starbucks® service, and Wi-Fi, professionals balance productivity with relaxation easily.
Parrot Key Hotel & Villas
Guests at Parrot Key Hotel & Villas can enjoy Horace O’bryant Middle School being an easy drive as a defining feature of a well-located stay.
Parrot Key Hotel & Villas often presents a polished arrival experience with refined interiors, attentive staff, and professional luggage handling. Rooms often highlight elegant design details, upscale bedding, and spa-style bathrooms that enhance a refined and comfortable experience. Property amenities often showcase refined lounges, cocktail bars, and upscale restaurants that create a sophisticated guest impression.
Accommodations may include premium bedding, fitness centers, stylish lounges, and Wi-Fi, blending relaxation with productivity needs.
Margaritaville Beach House Key West
The simple drive from Margaritaville Beach House Key West to Horace O’bryant Middle School in Key West makes cross-town travel uncomplicated and efficient.
A warm welcome for pets is a key part of the Margaritaville experience, making it easy to travel with the entire family. Suites with separate living rooms provide an elegant, residential feel, with ample space to relax, work, or entertain a friend. The signature spa is a true sanctuary, offering a peaceful environment where guests can escape for an hour or an entire day of pampering.
From the VIP pet program to the live music, fitness center, and signature spa, the focus is always on a premium, fun experience.
Fairfield Inn and Suites by Marriott Key West
This practical drive to Horace O’bryant Middle School is a core feature of Fairfield Inn and Suites by Marriott Key West, as it allows for a smooth and simple commute.
Fairfield Inn places tall communal tables with integrated outlets close to check-in, supporting short meetings and laptop use on arrival. All guest rooms provide flat-screen TVs with streaming access, blackout curtains, and lounge seating, creating spaces for relaxation and leisure. At the 24/7 Market visitors find packaged snacks, bottled drinks, and quick meals, providing round-the-clock convenience for busy travel plans.
Amenities like the 24/7 Market, self-parking, free Wi-Fi, and hot breakfast work together to simplify travel and give families dependable convenience.
Casa Marina Key West Curio Collection by Hilton
This sensible base helps Casa Marina Key West Curio Collection by Hilton guests feel like they are part of the local Key West scene without a major commute.
When entering Curio, curated lighting design draws focus to artwork while complimentary coffee provides a small courtesy touch. Guest rooms deliver plush mattresses, blackout drapes, and USB outlets, providing guests consistent rest and reliable convenience. The breakfast area includes hot buffet options, seating clusters, and made-to-order stations, helping mornings start efficiently and comfortably.
Dining venues, internet service, fitness centers, parking options, and business lounges keep daily travel practical and straightforward.
Alexander Palms Court
This convenient function as a base is a defining element for Alexander Palms Court, since it ensures the stay is built on simplicity.
Alexander Palms Court often showcases practical arrivals with modest lobby seating, vending access, and available parking for daily travel ease. Each guest room often highlights hardwood accents, curated décor, and Wi-Fi, providing a polished yet straightforward overnight setting. Shared spaces may present breakfast areas, vending machines, and modest lobbies that emphasize reliable convenience for travelers.
Accommodations may include Wi-Fi, vending machines, modest breakfast, and laundry support, helping sustain daily guest convenience.
Silver Palms Inn
This convenient location allows Silver Palms Inn to offer a blend of convenience and calm before the easy drive to Horace O’bryant Middle School.
At Silver Palms Inn, arrivals may highlight boutique furnishings, eclectic art, and artisanal details that frame a personal welcome. Rooms often include artisanal design touches, premium bedding, and boutique bathrooms for a polished and stylish impression. Amenities may feature curated cocktail bars, artisanal cafés, and eclectic lounges that contribute to a creative boutique retreat.
A stay often presents complimentary Wi-Fi, yoga mats, laundry access, and family meals, keeping boutique routines balanced throughout travel.
Fitch Lodge - Key West Historic Inns
The benefit of using Fitch Lodge - Key West Historic Inns as a practical base makes it into a great starting point before the main experience.
Guests at Fitch Lodge - Key West Historic Inns may be greeted with cozy interiors, warm staff attention, and complimentary artisanal coffee or tea. Guest rooms may feature stylish interiors, curated furnishings, and premium linens that underscore boutique sophistication. Shared spaces often highlight small dining venues, curated art, and intimate seating areas that reflect boutique orientation.
Accommodations may include Wi-Fi, bike rentals, laundry facilities, and artisanal breakfast, supporting consistency across boutique visits.
Eden House
Horace O’bryant Middle School is within driving reach from Eden House, a detail that allows for confident and easy journeys.
Eden House often greets guests with boutique décor, intimate seating areas, and complimentary refreshments in the lobby. Accommodations typically provide unique décor, curated minibars, and spa-style bathrooms for a boutique-style guest orientation. Facilities may present farm-to-table restaurants, cocktail bars, and artisanal lounges for a personalized boutique guest experience.
A visit often highlights complimentary Wi-Fi, laundry service, self-serve markets, and yoga mats, creating flexibility for guest routines.
The Reach Key West Curio Collection by Hilton
Within the region, The Reach Key West Curio Collection by Hilton serves as a sensible base, keeping Horace O’bryant Middle School within driving reach.
Curio highlights individuality at arrival with boutique design cues and infused water, ensuring arrivals feel distinctive and comfortable. Each suite emphasizes soft seating, smart TVs, and espresso machines, ensuring both entertainment and comfort are available. Lobby spaces showcase curated artwork, flexible seating, and community tables, encouraging orientation and informal conversation.
Rooftop pools, gyms, hot breakfast, Wi-Fi, and event facilities combine wellness and convenience to support balanced guest routines.
Winslows Bungalows - Key West Historic Inns
From the moment you arrive at Winslows Bungalows - Key West Historic Inns, Horace O’bryant Middle School is a simple commute for a simple commute.
Arrivals at Winslows Bungalows - Key West Historic Inns may include professional concierge assistance, upscale lobby décor, and complimentary coffee or tea service. Guest rooms may include refined décor, plush bedding, and in-room coffee or tea machines that contribute to a polished guest impression. Facilities may include wellness centers, elegant lounges, and full-service dining that contribute to a polished and upscale environment.
Guests may encounter refined dining, spa lounges, valet parking, and Wi-Fi, reinforcing consistency within a polished luxury environment.
Santa Maria Suites
In Key West, Santa Maria Suites is situated as a convenient base, a spot that enables a sense of calm.
At Santa Maria Suites, guests often find elegant lobby features, refined design, and courteous reception service shaping a polished welcome. Accommodations typically provide stylish interiors, premium linens, and minibars that offer snacks and beverages for added convenience. Amenities typically feature stylish cocktail bars, refined restaurants, and spa-inspired spaces designed for a sophisticated experience.
A visit typically offers plush bedding, wellness facilities, cocktail bars, and Wi-Fi, reflecting a lifestyle of balance and sophistication.
Chelsea House Hotel - Key West
For travelers who value a sensible starting point, Chelsea House Hotel - Key West is a sensible base for reaching Horace O’bryant Middle School with ease.
At Chelsea House Hotel - Key West, arrivals may include warm greetings, curated design elements, and complimentary tea or coffee for guests. Rooms may highlight eclectic furnishings, plush bedding, and artisanal décor that create a personalized boutique retreat. Amenities typically provide stylish interiors, curated cafés, and intimate lounges that reinforce a polished boutique environment.
Guests may enjoy Wi-Fi, boutique breakfast, laundry access, and pet allowances, reinforcing boutique practicality during extended stays.
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Horace O’bryant Middle School Local Area Guide
Welcome to Key West and the area surrounding Horace O'Bryant Middle School. This guide is designed for visiting teams, coaches, and families looking for practical information to navigate the local landscape. You'll find details on getting around, finding amenities, understanding local rhythms, and making the most of your time in this unique island city. Prepare for a smooth trip with insights on logistics, dining, and local flavor that go beyond the typical tourist map.
Area contextNeighborhood Overview – Horace O’bryant Middle School (Key West, FL)
Nestled in the heart of Key West, Horace O'Bryant Middle School is situated in a residential and historically rich part of the island. Its location on Leon Street places it within easy reach of many local attractions and essential services. Access to the island is primarily via US Highway 1, a scenic but often congested route, especially as you approach Key West. Be prepared for slower speeds and potential traffic delays, particularly during peak tourist seasons or major island events. Parking near the school can be limited, emphasizing the need for early arrival or utilizing alternative transport. The nearest major airport is Key West International Airport (EYW), located about a 10-15 minute drive from the school, depending on traffic. Rideshare services and taxis are readily available at the airport and throughout the island, providing convenient options for navigating Key West's compact layout. Understanding the island's traffic patterns and embracing a relaxed pace are crucial for a stress-free visit.
Lodging contextWhere to Stay Near Horace O’bryant Middle School
The areas surrounding Horace O'Bryant Middle School offer a blend of local living and tourist convenience. While the school itself is in a more residential section, the vibrant atmosphere of Old Town Key West is just a short distance away, offering numerous hotel clusters. Many visitors opt for accommodations within walking distance or a brief drive to key attractions and dining spots. Hotels range from historic guesthouses to larger chain options, with prime locations often found closer to Duval Street or the waterfront. Team groups and families often seek out places that offer convenience and a bit of space, sometimes looking at vacation rentals in addition to traditional hotels. Demand for lodging spikes significantly during major island festivals, boat shows, and fishing tournaments, so booking well in advance is highly recommended. When searching for accommodation, utilize map filters to identify options closest to the school, and consider proximity to amenities that your group will need for downtime and meals.
View nearby hotels Quick Plan EssentialsQuick-Plan Overview
- Key West International Airport is about 15 minutes away, depending on traffic flow.
- Arrive early and utilize street parking or designated team areas for smoother access.
- Explore the historic streets and local shops within a mile’s radius for a relaxed vibe.
- Visit the Key West Aquarium or Mel Fisher Maritime Museum for indoor fun.
- Gather at a local cafe or waterfront spot for post-game team meals.
Game Day Flow
Check-In & Warm-Up
Begin your arrival at Horace O'Bryant Middle School with ample time, ideally 30-45 minutes before your scheduled activity. Navigate the local Key West streets, which can be narrow and busy, to find designated parking areas. If parking is limited, consider rideshares or dropping off equipment and players before parking further afield. Once on campus, locate the team check-in area and proceed to any available warm-up zones. Familiarize yourselves with the field layout and any specific protocols for your event before the official start.
Mid-Day Regroup
Plan your breaks and meals strategically, especially if you have games or activities spread throughout the day. Key West offers many casual dining options within a short drive or a pleasant walk from the school. Consider packing coolers with drinks and snacks to maximize time between events and minimize travel. If weather permits, finding a shaded park or a quiet spot on campus for teams to relax and refuel can be beneficial. Staying hydrated is paramount given the Florida heat and humidity, so ensure easy access to water throughout your stay.
Wrap-Up & Departure
As your games or events conclude, allow time for proper cool-down and team debriefing. Gather your gear efficiently and be mindful of any departure routes or traffic patterns that might affect your exit from the school grounds. Many families and teams choose to extend their stay on the island by visiting local eateries or attractions. Plan your post-event meal in advance, as popular spots can get crowded, especially during peak hours. A successful departure involves organized pack-up and a clear understanding of the best routes back to your accommodation or next destination.
Things to Do Near Horace O’bryant Middle School
Walkable
Key West Butterfly and Nature Conservatory
Step into a tropical paradise at the Key West Butterfly and Nature Conservatory, a charming attraction located just a short walk from the school. This tranquil environment houses hundreds of colorful butterflies and exotic birds flitting among lush foliage and two impressive giant butterflies. Witnessing these delicate creatures in their naturalistic habitat is a serene experience, offering a peaceful escape. It’s an ideal spot for a quiet moment, offering beautiful photo opportunities and a glimpse into a vibrant ecosystem. The conservatory also features a charming gift shop and a wall where visitors can leave their mark with painted butterflies.
Duval Street · 0.7 miKey West Shipwreck Museum
Immerse yourself in the maritime history of Key West at the Shipwreck Museum, a fun and educational experience that brings the island's past to life. Costumed actors, known as wreckers, share tales of daring rescues and lost treasures, making history engaging and interactive. Climb a lookout tower for panoramic views of the harbor and learn about the perilous but profitable trade of salvaging shipwrecks. This attraction is particularly engaging for families and groups interested in the swashbuckling adventures that shaped Key West's identity. It’s a great way to understand the island’s foundational industry and heroic spirit.
Front Street · 0.9 mi5–15 Minutes Away
Ernest Hemingway Home and Museum
Step back in time at the former residence of Nobel Prize-winning author Ernest Hemingway. This iconic Key West landmark offers a fascinating glimpse into the life and work of one of America's most celebrated writers. Tour the Spanish Colonial-style home, preserved with much of its original furnishings, and explore the lush gardens where the famous six-toed cats, descendants of Hemingway's own pets, still roam. Knowledgeable guides share stories about Hemingway's life in Key West, his creative process, and the literary history associated with the house. It's a must-visit for literature enthusiasts and anyone interested in Key West's rich cultural heritage.
201 Whitehead Street · 0.7 miKey West Aquarium
Discover the diverse marine life of the Florida Keys at the Key West Aquarium, a historic attraction offering an intimate look at local ocean inhabitants. This family-friendly spot features a touch tank where visitors can interact with various sea creatures, including sharks, sea turtles, and colorful fish. Educational presentations provide insights into the marine ecosystems and conservation efforts in the region. It’s a convenient and engaging stop for all ages, providing a refreshing break from the Florida sun and a chance to learn about the underwater world that surrounds Key West.
1 Whitehead Street · 0.8 miBeyond the Event: Beyond the immediate vicinity, Key West offers a wealth of activities, from exploring the southernmost point buoy to enjoying sunset celebrations at Mallory Square. Consider renting bicycles to easily navigate the island's charming streets and discover hidden gems. The entire island is a canvas of history, culture, and natural beauty, rewarding those who take the time to explore its nooks and crannies.
Dining & nightlifeFood & Drink Near Horace O’bryant Middle School
Inside & Adjacent
Key West High School Cafeteria
While not a traditional restaurant, the Key West High School cafeteria, adjacent to the middle school, may offer concessions or food services during specific events or tournaments. It's a convenient, no-frills option for quick snacks and beverages for players and coaches on game days. Availability can vary greatly, so it's best to check event-specific details or inquire on arrival. This spot is primarily for immediate refueling needs during athletic activities.
On site · On siteLocal Deli & Market
A convenient local deli and market located just a short stroll from the school, this spot is perfect for grabbing quick sandwiches, salads, and essential snacks. It's an ideal place for teams to pick up provisions for lunches or refuel between games without venturing too far. The casual atmosphere and efficient service make it a practical choice for families needing easy meal solutions. Look for daily specials or pre-order large sandwich platters for a hassle-free team meal.
Leon Street · 0.2 miNearby Gathering Spots
Blue Haven
Blue Haven offers a relaxed waterfront dining experience, perfect for groups seeking a casual meal with a view. Specializing in fresh seafood and classic American fare, it’s a popular spot for post-game celebrations or team dinners. The outdoor seating area provides a pleasant ambiance, making it a great place to unwind after a day of competition. Their menu often features local catches, ensuring a taste of Key West's maritime bounty. Reservations are recommended for larger parties, especially during peak dining hours.
Grinnell Street · 0.5 miVirgilio's
A beloved Key West institution, Virgilio's offers a lively atmosphere and a diverse menu featuring Italian-American favorites and fresh seafood. This popular gathering spot is known for its generous portions and friendly service, making it an excellent choice for feeding hungry teams and families. The vibrant ambiance makes it a fun place to celebrate achievements or simply enjoy a good meal. Be prepared for a bustling environment, especially on weekend evenings, and consider calling ahead for group seating.
Elizabeth Street · 0.6 miLocal & Elevated Picks
The Grand Cafe
For a more refined dining experience, The Grand Cafe offers a beautiful courtyard setting and an upscale menu focusing on contemporary American cuisine with Caribbean influences. It's an ideal spot for coaches or families looking for a special occasion meal or a sophisticated break from the usual. The ambiance is elegant yet relaxed, complemented by an extensive wine list and attentive service. Reservations are highly recommended due to its popularity and intimate setting. This is a great choice for memorable dinners.
243 Duval Street · 0.7 miLatitudes Key West
Accessible via a short ferry ride from the Key West waterfront, Latitudes offers a truly unique dining experience on Sunset Key. The restaurant boasts stunning ocean views and a sophisticated menu featuring fresh seafood and island-inspired dishes. It’s a destination for those seeking a memorable meal in a picturesque setting, perfect for celebrating significant events or enjoying a leisurely sunset dinner. The ferry ride itself adds to the adventure, making it a special outing for groups wanting something beyond the ordinary.
Sunset Key · Ferry Ride Required · 0.9 miLocal Tips & Year-Round Info
- Key West's traffic often moves at a leisurely pace; embrace the island time to avoid frustration.
- Parking can be challenging, especially on Duval Street and near major attractions; utilize garages or be prepared for street meter fees.
- Hydration is key; carry water bottles, particularly during warmer months, as the humidity can be intense.
- Many local shops and restaurants on the less crowded streets offer a more authentic Key West experience than the main tourist drag.
- Consider renting bicycles or golf carts for easier navigation of the island's narrow streets and to access areas less reachable by car.
Weather & Seasons at Horace O’bryant Middle School
- Winter: Winter in Key West, from December to February, offers the most pleasant temperatures, typically ranging from the low 60s to the mid-70s Fahrenheit. Light jackets or sweaters might be needed for cooler evenings, but days are generally warm enough for shorts and t-shirts. This season is ideal for outdoor activities and exploring the island on foot or by bike without excessive heat. Rain is infrequent, making it a prime travel time.
- Spring & early summer: As spring progresses into June, temperatures begin to climb into the high 70s and low 80s Fahrenheit, with humidity increasing noticeably. Lightweight, breathable clothing is essential, and sun protection like hats and sunscreen is crucial. Mornings and late afternoons offer the most comfortable windows for outdoor events and exploration before the peak heat of the day. Occasional brief showers may occur.
- Mid-summer: July and August are the hottest and most humid months, with temperatures often in the mid-to-upper 80s Fahrenheit and high humidity. Afternoon thunderstorms are common, providing temporary relief but also potential disruptions. Lightweight, moisture-wicking fabrics are a must, and staying hydrated is paramount. Indoor activities or early morning/late evening outings are advisable to avoid the oppressive midday heat.
- Fall season: September through November sees temperatures gradually cool from the mid-80s to the low 70s Fahrenheit, though humidity remains significant. This period also carries the possibility of tropical storms and hurricanes, so staying informed about weather advisories is important. Outdoor activities are still very feasible, with evenings becoming more comfortable. Casual, light clothing remains the norm.
- Rain & snow: Snow is virtually nonexistent in Key West. Rain, however, is a factor, particularly during the summer months in the form of short, intense thunderstorms. These can occur quickly, so carrying a compact umbrella or rain jacket is wise. While they can be heavy, these downpours are often brief, and the sun typically reappears shortly thereafter. Be mindful that rain can affect local road conditions and outdoor event schedules.
Venue Facts & Trip Essentials
Venue facts
- Primary team: N/A (Middle School Facility)
- Neighborhood: Old Town Key West
- Nearest airport: Key West International (EYW)
- Parking: Street parking, some lot availability for events
- Walkable district: Yes, many attractions and dining
Trip essentials
- Groceries & supplies: Local markets and convenience stores
- Pharmacy: CVS and Walgreens nearby
- Urgent care: Lower Keys Medical Center ER
- Downtime: Beaches, parks, historic sites
- Pro tip: Embrace island time and book accommodations and popular activities well in advance, especially during peak season.

