A Romantic Weekend in Seaside, Florida

The Court is an adults-only boutique hotel, eight rooms in all, set two to three minutes from the beach in Seaside, Florida: the pastel-hued town on the Gulf Coast known for its walkable streets and unhurried pace. With no children on the property, it tends to draw couples in search of an uninterrupted weekend together, a first getaway, an anniversary, or simply a reason to slow down together. This itinerary moves hour by hour from Friday check-in to Sunday’s last walk on the sand, with a little time in town and a few restaurants worked in along the way.
 

What to Know Before You Go

• Ages: The Court welcomes guests 25 and older only.
• Location: 215 Quincy Circle, a two- to three-minute walk from the beach and from Seaside’s Central Square.
• Guests: Two per room.
• Minimum stay: Two nights for all reservations.
• Check-in / check-out: Check-in at 4:00 pm, check-out at 10:00 am.
• Cancellations: Fully refundable if canceled more than 45 days before arrival; non-refundable within 45 days.

Friday: Arrival and a Slow First Evening

Settling In

Check-in opens at 4:00 pm, which leaves time to settle into the room before the light turns gold over the Gulf. A concierge meets every guest on arrival to point them toward self-parking and answer any questions about the property, including the two complimentary bicycles set aside for the stay. Most couples spend the first hour doing very little: unpacking, testing the in-room Nespresso machine, and stepping out onto the private porch that comes with every room and bungalow.

When it’s time to move, the beach is only two to three minutes away on foot, close enough for a walk down before dinner to watch the day end.
 

Dinner on the Water

Bud and Alley’s is a short walk away and worth timing around sunset. Its rooftop bar looks out over the Gulf, with oysters, locally caught fish, and cocktails suited to a first night in town. Couples who would rather stay in can skip the reservation altogether and take the porch instead, glass in hand, with nowhere else to be.
 

Saturday: Beach Mornings and a Slow Afternoon

Morning

The fitness center is open from 6:00 am to 6:00 pm for an early workout, but most guests head for the beach instead, where The Court’s complimentary beach chair and umbrella service is already set up for the day. Guests who would rather ease in slowly can start at one of the hotel’s three pools instead, open from 8:00 am until dusk.
 

Afternoon

The two bicycles included with every stay make it easy to cover Seaside’s tree-lined streets with no set plan. Central Square is close enough to reach on foot too, worth a slow lap past Onward Reserve and Poeta before lunch at The Shrimp Shack, a boardwalk restaurant with Gulf views known for its lobster rolls.
 

Evening

87 Central Square offers wine, craft cocktails, and chef-driven plates for a quieter dinner, while Bud and Alley’s Pizza Bar and Trattoria is the better call for Neapolitan-style pizza and a livelier room. Either way, the walk home ends on the same porch the evening started on.
 

Sunday: Coffee, Pastries, and a Last Walk to the Beach

 
With check-out at 10:00 am, Sunday morning moves quickly. Black Bear Bread Co., a short walk from the hotel, is a good stop for naturally leavened bread and coffee before packing up, or, for one more quiet moment together, a last walk down to the beach before the room needs to be cleared.
 

Choosing a Room for Two

 
All three room types at The Court are dressed in Peacock Alley linens and built for couples rather than families, and the choice mostly comes down to how much privacy you want.
 

Queen Room

Set around the hotel’s center lawn, the Queen Room has a private porch, marble floors, and a glass rainfall shower.
 

Garden Bungalow

A step up in scale, the Garden Bungalow has a king canopy bed and an oversized rainforest shower, with its own porch and sitting area.
 

Ivory Tower

For the most separation from the rest of the property, the Ivory Tower is a three-story suite with a king bed and views over the town, a fitting choice for a couple who wants the weekend to feel like its own retreat.

Any of the three can be noted as a preference at booking, subject to availability.
 

Making the Weekend Extra Special

 
For anniversaries, proposals, or other milestones, The Court’s team can help shape a few extra touches into the stay, from a welcome moment on arrival to a private beach setup, arranged in advance through the concierge. Couples booking for an occasion like this should also ask about the Romance in Seaside package when reserving, since seasonal offers can add another layer to the weekend beyond what’s listed here.
 

Frequently Asked Questions

Ready to plan your own weekend in Seaside? Reserve a room or bungalow at The Court and build the rest of the itinerary around it.