Planning a family trip or a weekend away with friends? Whether first-time visitors or seasoned beach resort goers, our itineraries highlight Pensacola landmarks and can’t-miss destinations in the area and on-site. Find inspiration and plan your three-day trip with activities designed to maximize relaxation or recreation.
Day 1 - Arrive
Arrive at The Pensacola Beach Resort, check-in, and get settled in your own private sanctuary — a cozy Gulf or Bay View room.
Head to The Grand Marlin early to catch a stunning sunset dinner.
Enjoy a cocktail and live music at The Salty Rose or take a starlit walk on the beach, featuring limited light pollution to help protect our turtle ecosystem.
Day 2 - Explore
Stroll from the hotel directly to the beach and enjoy convenient chaises and umbrellas, or rent bikes and pedal down the National Seashore.
Schedule an in-room massage for your return to the resort, or enjoy poolside cocktails while lounging on our private pool deck.
End the day enjoying each other’s company on an inspiring sunset cruise.
Indulge in locally caught mahi mahi or filet from Windrose, the hotel’s lobby restaurant.
Day 3 - Depart
Savor fluffy French toast, sip mimosas, and enjoy views of the Gulf of Mexico from Windrose.
Take one last walk along Pensacola Beach, soaking up the scenery.
As you leave, head to historic downtown Pensacola for shopping, a stroll, and a bite at Carmen’s Lunch Bar & Tapas.
Day 1 - Arrival
Arrive at The Pensacola Beach Resort, check-in, and get the kids all settled in your Gulf or Bay-front room.
Head down the street for a casual seafood dinner at Peg Leg Pete’s, a spot loved by locals with lots of options for little pirates.
If you still have the energy, book an evening adventure on Little Sabine Bay with a dazzling Glow Paddle that the kids will love.
Day 2 - Explore
After a few silver dollar pancakes at Windrose, head to the beach. Left something behind? You can grab it at the hotel’s shop, Seaglass.
Grab lunch with a side of thrills at Laguna Adventure Park, Beach Bar + Grill.
Take a nap or a laidback swim at the hotel’s private pool deck with zero-entry for little ones and poolside cocktails for the big kids.
Head into historic downtown Pensacola for a fun-filled evening at Graffiti Pizza or stick a little closer to home at Shaggy’s Pensacola Beach.
Day 3 - Depart
Enjoy a morning paddle board with the family or another swim in the pool before it’s time to pack up.
On your way out of town, head to the nationally renowned Naval Aviation Museum and check out our hometown Blue Angels and Pensacola’s rich aviation history.
Day 1 - Arrival
Arrive at The Pensacola Beach Resort, check-in, and have your crew find their rooms.
Meet downstairs for a specialty cocktail at the hotel’s lobby bar before a delicious dinner at The Grand Marlin.
Day 2 - Explore
Meet up for brunch at Windrose for some avocado toast or a full spread of delights.
Begin the day venturing out on the Gulf’s famed deep-sea fishing waters.
The land lovers can take a walk or cycle down the protected National Seashore.
Hit the beach together in the afternoon with convenient chair rentals at the end of the boardwalk.
Stroll between your beach spot and The Salty Rose for piña coladas and light bites.
Head into historic downtown Pensacola for an Italian dinner at Angelena’s or to popular sushi bar Dharma Blue.
Day 3 - Depart
Before or after checkout, store your belongings at the front desk and end your friends getaway with an open-air Dolphin tour.
Toast your last moments of the trip with a mimosa at the hotel’s private pool deck as everyone heads out for their departures.
