Groups & Events in Key West - Group Room Blocks `
Have a question? Call 844-308-0080
Hotel in Key West for groups and families
Group Accommodations in Key West

A vacation is only as good as the people you spend it with. So bring your family and friends together for an amazing vacation at Westwinds Inn in beautiful Key West.

We welcome small and large groups to stay and celebrate something special at our Key West hotel. Whether it’s a family or high school reunion, birthday or anniversary celebration, group retreat, or just a weekend away, everyone will love our cozy rooms, modern amenities, and lush grounds. Our location near all of Key West’s top attractions, restaurants, shops, and beaches is an excellent perk for groups as well.

But the best part about our Key West group hotel is that you can rent all 26 of our rooms, meaning it can be just you and your group here at the Inn for an entire weekend, or longer if you choose. If your group isn’t that big, just rent the amount of rooms you need and we’ll do our best to keep the entire group together. We have room types to suit every style and budget.

Host a Special Event with Us

No matter what the occasion, our outdoor courtyard and deck is the perfect place to bring people together. Our outdoor space features two sparkling pools, and many vibrant, tropical plants and trees. Our staff will be happy to assist you in the planning process to ensure your event goes off without a hitch.

Important Details

We welcome groups from May through December with advance reservations. The use of our grounds is available for functions even when all rooms are booked.

Make a Reservation

Manage Reservations
Need assistance? Call 844.308.0080
Pool and garden at our key west bed and breakfast

Photo Gallery

Tour our beautiful Key West hotel through photos in our gallery. View our lush grounds and gardens, cozy rooms, property map, and tranquil pools.

Learn More

On the Beach after a wedding in key west

Wedding Gallery

You’ve always pictured your perfect wedding day. View the photos in our Wedding Gallery to see what your destination wedding can be like at Westwinds Inn.

Learn More

Key West beach and palm tree

Calendar of Events

There’s always something going on in Key West, from food and literary festivals to fishing and sailing tournaments. View our Events Calendar for the latest happenings.

Learn More