Ideas for those who Love sand and sun!
Advertising Disclosure: Some links on this site are affiliate links, which means we may earn a commission if you book or buy through them. We only recommend things we think might help make your trip even better or planning easier. Not all links earn commission.
Chic and serene, Santa Barbara blends beach, wine, and walkable charm—great for solo wandering.
Friday
Arrival & Stay: Book a boutique stay like Hotel Milo or The Wayfarer Downtown Hostel for a solo-social vibe.
Evening: Sunset walk along Stearns Wharf, grab fish tacos at Santa Barbara Shellfish Co..
Nightcap: Solo-friendly wine bar Satellite SB downtown.
Saturday
Morning: Coffee + croissant at Dune Coffee Roasters, then walk or rent a cruiser bike for Cabrillo Blvd path.
Midday: Hit the Funk Zone for wine tasting (try Pali Wine Co., Municipal Winemakers) and street art.
Afternoon: Chill on East Beach or do a stand-up paddleboard lesson.
Dinner: Solo sushi at Arigato Sushi (sit at the bar).
Sunday
Brunch: Backyard Bowls for açaí or Jeannine’s for beachside brunch.
Optional: Stroll the Santa Barbara Mission or hop into the MOXI science & innovation museum.
Depart with a smoothie from Blenders in the Grass.
Colorful, quirky, and casual—Key West is perfect for solo beachgoers who like sun, fun, and local flavor.
Friday
Arrival & Stay: Stay in Old Town at Kimpton Ridley House or The Southernmost Inn.
Evening: Hit up Mallory Square for the sunset celebration (live music + street performers).
Dinner: Solo-friendly seafood at Blue Heaven (eclectic and lively).
Saturday
Morning: Coffee at Cuban Coffee Queen, stroll along the harbor walk.
Beach Time: Head to Fort Zachary Taylor Beach—great for swimming, reading, and people-watching.
Afternoon: Snorkeling trip or book a kayak eco-tour.
Evening: Enjoy Duval Street with live music stops (try Green Parrot Bar).
Dinner: Outdoor table at Santiago’s Bodega (tapas heaven).
Sunday
Brunch: Blue Macaw Island Eats with live music.
Explore: Self-guided visit to Ernest Hemingway Home or Butterfly Conservatory.
Final beach walk: One last dip at Higgs Beach before heading out.
Vibrant yet peaceful, Oahu blends culture, adventure, and beach—ideal for solo adventurers who want variety.
Friday
Arrival & Stay: Stay in Waikiki—lots of solo-friendly hotels like The Surfjack or Queen Kapiolani.
Evening: Sunset on Waikiki Beach, then dinner at Duke’s Waikiki (get the hula pie).
Nightcap: Rooftop bar like Hideout at The Laylow.
Saturday
Early AM: Sunrise hike up Diamond Head (go early to beat the crowds).
Breakfast: Island Vintage Coffee (best açaí bowl).
Beach time: Relax at Kaimana Beach—less crowded than Waikiki.
Afternoon Activity: Surf lesson or visit Bishop Museum or Iolani Palace.
Dinner: Solo bar seating at MW Restaurant or Roy’s Waikiki.
Sunday
Morning: Chill morning with coffee at Arvo Café in Kakaʻako.
Street Art Walk: Explore the colorful murals in Salt at Our Kakaʻako.
Final Snack: Grab poke at Ono Seafood before heading to the airport.
Elegant but chill, this walkable beach town along Florida’s 30A is ideal for a relaxing solo reset.
Friday
Arrival & Stay: Book a room at The Pearl Hotel or a cute guesthouse like Rosemary Beach Inn.
Evening: Sunset walk on the sugar-white sand, then dine solo al fresco at La Crema (tapas + chocolate).
Wind Down: Grab a wine flight at NEAT Bottle Shop + Tasting Room.
Saturday
Morning: Coffee + biscuit at Amavida Coffee, then a beach yoga class if offered.
Midday: Rent a cruiser and ride the 30A trail to nearby Alys Beach or Seaside.
Lunch: Outdoor sandwich or salad at Cowgirl Kitchen.
Afternoon: Chill beachside or read under an umbrella—plenty of space for solo lounging.
Dinner: Try Pescado rooftop bar for sunset cocktails + seafood small plates.
Sunday
Brunch: Havana Beach Bar & Grill (get a Gulf Coast Benedict).
Last Beach Walk: Soak up final ocean views.
Optional: Quick stop at The Hidden Lantern Bookstore before heading home.
Quiet and low-key at the end of the Hamptons, Montauk is a peaceful retreat perfect for solo travel.
Friday
Arrival & Stay: Check into Marram Montauk or Hero Beach Club (both solo-travel friendly with ocean views).
Evening: Walk the beach, then grab dinner at The Surf Lodge or Duryea’s (great seafood with a view).
Optional: Chill with a cocktail around a beach bonfire if your hotel offers one.
Saturday
Morning: Coffee + pastry at Left Hand Coffee.
Activity: Take a morning hike through Shadmoor State Park or out to Montauk Point Lighthouse.
Midday: Light solo lunch at Naturally Good Foods & Cafe.
Afternoon: Relax on the beach or rent a bike and cruise around town.
Dinner: Cozy up to the bar at Harvest on Fort Pond—amazing solo spot for seafood and pasta.
Sunday
Brunch: John’s Pancake House for a classic Montauk diner moment.
Optional: Visit a farm stand or take one last walk at Gosman’s Dock.
Head out relaxed and sun-kissed.
Copyright 2025, Just Go Solo, LLC. All Rights Reserved.