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Key West offers a vibrant dining scene perfect for a group of 12 men around age 40 who enjoy craft cocktails and great food. The area features upscale seafood restaurants, quirky local eateries, and laid-back island grills, all complemented by lively bars and stunning sunset views.

Key West

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub.

A fully equipped kitchen is provided in every apartment. Additional en suite amenities include a private bathroom, balcony and ironing facilities.  A separate living room is also included.

Enjoy the on-site barbecue facilities at Hyatt Vacation Club at Windward Pointe. Bicycle hires are available, and fishing, scuba diving and parasailing are available nearby.

Southernmost Point is 5 km from Hyatt Windward Pointe, while Duval Street is 5 km away. The nearest airport is Key West International Airport, 1 km from the property.

Hyatt Vacation Club at Windward Pointe

The Hyatt in Key West offers spacious, clean, and comfortable rooms with beautiful ocean views and excellent amenities including a pool and bar. Guests praise the attentive staff, peaceful location away from downtown, and well-equipped kitchens, making it ideal for group stays.

Michael

Relaxing stay with all your home comforts 10/10

Durbin

sandra

Miguel

Great location as beaches, tourist attractions & restaurants & shops on Duval St.

Susan

Linda

SCHUYLER

Beautiful property, very comfortable and amazing views.

Alderico

Brad

An absolutely perfect family atmosphere for a vacation!

Martha

Great view.  Tiki bar to enjoy with friends.  Key West enjoyment without the craziness

Harborside Motel & Marina offers panoramic views of Key West’s Garrison Bight. Guests can take a refreshing plunge in the outdoor pool or relax on the sun deck. Complimentary WiFi and parking are provided for all guests. Mallory Square is 2.5 km form the property.

Guests can choose from staying in a traditional room or a houseboat. Rooms feature a flat-screen TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Select rooms offer upgraded amenities such as kitchenettes and sofa beds.

Sportsmen will enjoy access to boat docks and fish cleaning tables. BBQ facilities are available as well.

Southernmost Point is 1.7 km from the motel, while Mallory Dock is 1.8 km from the property. Key West International Airport is 3 km away.

Harborside Motel & Marina

This hotel in Key West is praised for its excellent location, cleanliness, and friendly staff. Guests love the quiet yet convenient setting near attractions, with amenities like a pool, kitchenettes, and beautiful marina views, making it a great spot for a bachelor party with craft cocktails and great food nearby.

Tracy

Alison

elisa

Andrew

Wendy Stokes

Maria

Beautiful relaxing setting and spotless clean

Leigh

Candy's Booking

Phil King

Lovely place to stay, close to attractions and local places of interest

Andrea

Spacious 52 ft Catamaran for Dockside Stay is located in Key West, 8.3 km from Duval Street, 8.6 km from Southernmost Point, and 8.9 km from Key West Aquarium. The property is around 9 km from Mallory Dock, 9 km from Mallory Square and 2 km from Safe Harbor. Free WiFi is available throughout the property and Ernest Hemingway Home and Museum is 8.3 km away.

The boat is composed of 6 bedrooms, a fully equipped kitchen, and 6 bathrooms. Towels and bed linen are featured in the boat. The accommodation is non-smoking.

San Carlos Institute Casa Cuba is 8.6 km from the boat, while Curry Mansion Museum is 8.7 km away. Key West International Airport is 4 km from the property.

Spacious 52 ft Catamaran for Dockside Stay

Hyatt Sunset Harbor Resort is situated in Key West, 700 metres from Mallory Square. Key West Aquarium is 800 metres from the property.

All units are air conditioned and feature a cable flat-screen TV and DVD player. Some units have a seating area and/or balcony. Some units also have a kitchen, equipped with an oven.

Hyatt Sunset Harbor Resort also includes a spa centre. On-site laundrette facilities are available for guests' use.

Mallory Dock is 800 metres from Hyatt Sunset Harbor Resort. The nearest airport is Key West International Airport, 6 km from Hyatt Sunset Harbor Resort.

Please contact property directly for updates on available amenities.

Hyatt Vacation Club at Sunset Harbor

Centrally located in Key West's Old Town, this intimate Florida inn offers bright, tropical rooms. It is 4 blocks from the beach and 2 blocks to dining on Duval Street.

A microwave, refrigerator and coffee facilities are provided in each cheery room. The comfortable rooms boast private baths, air conditioning and cable TV at An Oasis Island.

The inn offers bicycle hires so guests can explore the surroundings. Free WiFi access is available throughout the inn. Barbecue facilities and a shallow pool are also provided for guests’ use.

Fort Zachary Taylor Historic State Park is 1.5 miles from the inn. Key West Shipwreck Museum is a 6-minute drive away.

Kona Kai Oasis

Hotel options in Key West for a bachelor party with craft cocktails and great food (September 2025)

Parking

Restaurant

Pets allowed

Room service

Meeting/banquet facilities

24-hour front desk

Tennis court

Sauna

Fitness centre

Golf course (within 3 km)

Garden

Terrace

Non-smoking rooms

Airport shuttle

Fishing

Business centre

Babysitting/child services

Laundry

Dry cleaning

Continental breakfast

Facilities for disabled guests

Skiing

Barber/beauty shop

Family rooms

Games room

Casino

Breakfast in the room

Ironing service

Free parking

Internet services

Lift

Express check-in/check-out

Solarium

Safety deposit box

Valet parking

Currency exchange

Spa and wellness centre

Massage

Children's playground

Billiards

Table tennis

Karaoke

Windsurfing

Darts

Hot tub/Jacuzzi

Soundproof rooms

Canoeing

Hiking

Chapel/shrine

BBQ facilities

Packed lunches

Car hire

Cycling

Bowling

Tour desk

Hammam

Heating

Fax/photocopying

Diving

Horse riding

Squash

Snorkelling

Luggage storage

WiFi

Mini golf

Ski storage

Ski school

Allergy-free room

Indoor pool

Outdoor pool

Free WiFi

Non-smoking throughout

Air conditioning

Designated smoking area

ATM/cash machine on site

Private beach area

Restaurant (à la carte)

Restaurant (buffet)

Snack bar

Sun terrace

Outdoor pool (all year)

Outdoor pool (seasonal)

Indoor pool (all year)

Indoor pool (seasonal)

Concierge service

Entertainment staff

Nightclub/DJ

Private check-in/check-out

Shuttle service (free)

Shuttle service (additional charge)

Ski equipment hire on site

Ski pass vendor

Ski-to-door access

Special diet menus (on request)

Trouser press

Vending machine (drinks)

Vending machine (snacks)

Water sport facilities on site

Hot spring bath

General

Activities

Services

Room Amenities

Bathroom

Media & Technology

Food & Drink

Services & Extras

Outdoor & View

Internet

Kitchen

Outdoors

View

Living Area

Bedroom

Layout

Accessibility

Building characteristics

Pool and wellness

Transport

Reception services

Common areas

Entertainment and family services

Cleaning services

Business facilities

Shops

Miscellaneous

Bath/Hot spring

Hostel facilities

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Your sustainability practices

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Self check-in

Exclusive services

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