Okay, friends, gather ’round! It’s Ann, and if there’s one thing I adore almost as much as seeing my family’s faces light up with discovery, it’s the pure, unadulterated joy of a road trip! There’s just something magical about loading up the car, hitting the open road, and watching the landscape unfold. It’s not just about the destination, you know? It’s about the shared laughter, the singalongs, the quirky roadside attractions, and the incredible memories you create together mile after mile.
As an avid traveler, I’m always on the lookout for routes that combine stunning scenery with unique places to stay – places that become part of the memory themselves. And I’m so excited to share some of my favorite road trip ideas that weave through areas blessed with some truly wonderful Curator Hotel & Resort Collection properties. These aren’t just hotels; they’re destinations in their own right, perfect launching pads or cozy havens during your journey.
So, buckle up! Let’s explore some fantastic routes and sprinkle in some travel hacks I’ve learned along the way.
1. The Iconic California Coastal Cruise (Pacific Coast Highway)
Oh, Highway 1! Is there any road trip dreamier? This route is a classic for a reason – dramatic cliffs plunging into the Pacific, charming seaside towns, and that incredible California sunshine. It’s perfect for couples, families, or even a solo soul-searching adventure.

- Starting Point: San Francisco Charm Begin your journey in the vibrant city by the bay. Before hitting the PCH proper, soak in San Francisco’s unique energy. For a truly immersive experience, I absolutely recommend staying near the water. The Argonaut Hotel is just wonderful, located right in Fisherman’s Wharf within a historic warehouse. You get that nautical vibe, exposed brick walls, and it feels like you’re truly part of the city’s maritime history. It’s fantastic for families wanting easy access to Pier 39 and Ghirardelli Square. Alternatively, consider the stylish Hotel Zelos, Hotel Zetta, or Hotel Zeppelin each offering a distinct, chic San Francisco experience closer to Union Square or Mid-Market, perfect if you’re looking for urban energy before hitting the coast. And don’t forget the Hotel Zephyr or Hotel Zoe, both offering more fun, thematic stays near the Wharf. For incredible views right on the Embarcadero, the Harbor Court Hotel and Hotel Griffon are delightful choices, offering boutique charm and easy access to the Ferry Building. If you prefer the history and convenience near Union Square, King George Hotel and The Inn At Union Square are lovely options. And for nature lovers wanting a unique sustainable stay, the 1 Hotel San Francisco along the Embarcadero is simply stunning, focusing on natural materials and city views.
- Mid-Point: Carmel Valley Serenity Head south, taking your time through scenic spots like Half Moon Bay and Santa Cruz (maybe stop at the Chaminade Resort Spa for incredible views and relaxation!). The drive through Big Sur is the showstopper – pull over often! As you approach the Monterey Peninsula, detour slightly inland to the Carmel Valley for a touch of rustic elegance. My pick here? Oh, it has to be the Bernardus Lodge Spa. Nestled among vineyards and lavender fields, this place is pure bliss. Think luxurious comfort, fireplaces, soaking tubs, and an incredible spa. It’s a splurge, but perfect for a romantic escape or a truly restorative pause in your journey. It feels thoughtful, carefully planned, and utterly relaxing.
- Southern California Sunshine: La Jolla & San Diego Continue south, perhaps cruising through Santa Barbara. As you reach Southern California, the coastline around La Jolla is breathtaking. A perfect place to settle in is the Estancia La Jolla Hotel Spa. It’s like stepping into a beautiful hacienda, with lush gardens, adobe fireplaces, and a tranquil atmosphere. It’s wonderful for unwinding after a day of coastal exploration. Further south in San Diego, the options are fantastic. For a resort feel right on the water, you can’t beat the Kona Kai Resort on Shelter Island, complete with its own private beach and marina – so fun for families! Or try the expansive San Diego Mission Bay Resort for water sports and resort amenities galore. For something playful and centrally located in the Gaslamp Quarter, the Margaritaville San Diego offers a fun, island-vibe escape right in the heart of the action. And for pure beachfront bliss in nearby Del Mar, L’Auberge Del Mar offers coastal elegance and stunning ocean views – it feels like stepping into a postcard.
- West Hollywood Vibes: If your coastal journey takes you towards Los Angeles, consider a stay in trendy West Hollywood. The Chamberlain West Hollywood Hotel offers chic, suite-style accommodations with a stunning rooftop pool – perfect for soaking up the LA scene. Nearby, the Le Parc Melrose provides another all-suite option with a sophisticated yet relaxed atmosphere. For a rock ‘n’ roll edge, Hotel Ziggy on the Sunset Strip is incredibly fun and vibrant. And nestled in a quiet residential area, Montrose Beverly Hills offers spacious suites and a rooftop pool with panoramic city views, feeling like a stylish home away from home. For a unique downtown experience, the historic Los Angeles Athletic Club offers boutique hotel rooms alongside amazing athletic facilities. And down by the coast, the Viceroy Santa Monica provides chic, upscale accommodations just steps from the beach, while The Portofino Hotel Marina in Redondo Beach offers stunning marina views and a relaxed seaside feel.

2. Florida Keys Scenic Highway: Island Hopping Paradise
There’s nothing quite like the drive down the Overseas Highway (US-1) through the Florida Keys. Turquoise water surrounds you, bridges seem to float over the sea, and the vibe gets more relaxed with every mile marker you pass. This is the ultimate “kick off your shoes and chill” road trip.
- Starting Point: Mainland Gateway (Fort Lauderdale to Miami) Before you hit the Keys, you might start in Fort Lauderdale, where the Pelican Grand Beach Resort offers charming Old Florida style right on the beach, complete with a lazy river – my kids would love that! Next, head to Hollywood and check into the Margaritaville Hollywood Beach Resort, a destination in itself with multiple pools, restaurants, and that signature laid-back vibe. Continue south to Sunny Isles Beach, just north of Miami Beach, where Sole Miami offers sleek, contemporary beachfront accommodations. Finally, in Miami Beach, the iconic Eden Roc Miami Beach provides legendary glamour and oceanfront pools.
- Mid-Keys Relaxation: Islamorada Known as the “Sportfishing Capital of the World,” Islamorada is a fantastic place to pause. For a chic, beachfront stay, the Amara Cay Resort is simply delightful. It has a relaxed elegance, beautiful beachfront hammocks, and a wonderful pool scene. It feels sophisticated yet completely approachable. Nearby, La Siesta Resort Villas offers charming cottages and suites right on the water, perfect for families or groups wanting a bit more space and a homey feel.
- Ultimate Key West Experience Continue south to the end of the road: Key West! This quirky, vibrant island is a must-do. For a resort experience with stunning sunset views, the Ocean Key Resort Spa is perfectly located right on Mallory Square. Imagine sipping a cocktail on your balcony as the sun dips below the horizon – perfection! If you want to be close to the action but slightly removed, The Marker Key West Harbor Resort offers lush grounds and beautiful pools in the historic seaport district. And for a quintessential Key West stay right on the beach at the southernmost point, the Southernmost Beach Resort spans several accommodation types and offers pools, piers, and easy access to Duval Street while still feeling like a tranquil escape.
- Exclusive Escape: Little Torch Key If you’re looking for unparalleled luxury and seclusion before you hit the bustle of Key West (or as a separate ultra-luxe trip), you absolutely must consider Little Palm Island Resort Spa. Accessible only by boat or seaplane, this private island resort is the definition of barefoot luxury. Think thatched-roof bungalows, no phones or TVs in the rooms, outdoor showers, and complete tranquility. It’s an incredible, once-in-a-lifetime kind of place for a very special occasion.

3. New England Coastal Charm: Boston to Newport
For a shorter trip packed with history, coastal beauty, and delicious food, the drive from Boston, Massachusetts down to Newport, Rhode Island is fantastic. It’s especially lovely in the fall with the changing leaves!
- Starting Point: Historic Boston Begin in Boston, a city brimming with history and culture. Base yourself at the Revere Hotel Boston Common. Located near the Theatre District and Boston Common, it has a dynamic, artistic vibe. The rooms are spacious, and it’s a great hub for exploring the Freedom Trail, Beacon Hill, and Back Bay. It feels connected to the city’s pulse.
- Destination: Newport’s Gilded Age Glamour The drive down to Newport is scenic, taking you along the coast. Once you arrive, prepare to be wowed by the famous mansions and the stunning Cliff Walk. For a stay steeped in Newport history, the Hotel Viking is an iconic landmark right in the heart of town. It blends historic charm with modern amenities, including a lovely spa and rooftop bar. It feels grand and perfectly situated. Alternatively, the newly renovated Newport Harbor Island Resort on Goat Island offers a more secluded resort feel with stunning harbor views, multiple dining options, and expansive grounds. It’s like your own little island escape, just minutes from downtown.
Ann’s Favorite Road Trip Hacks!
Okay, planning the route and picking wonderful places to stay is half the fun, but a smooth journey makes all the difference. Here are a few tricks I’ve picked up:
- Snack Attack Ready: Pack a small cooler and a bag dedicated to snacks and drinks. Include reusable water bottles! Having favorites on hand saves money and time, plus prevents those “hangry” moments (parents, you know!). I like trail mix, fruit, cheese sticks, and maybe some fun treats.
- Download Power: Don’t rely solely on cell service, especially in remote areas (like parts of Big Sur!). Download offline maps (Google Maps lets you do this) and your favorite playlists or podcasts beforehand.
- The Magic Bag: Keep a separate bag easily accessible with essentials for quick stops: wipes, hand sanitizer, tissues, a small first-aid kit, phone chargers, sunglasses, and maybe a light jacket. No need to dig through suitcases!
- Pack Smart, Not Just More: Use packing cubes! They are a game-changer for organizing clothes within suitcases and making it easy to find things. Assigning a cube color per family member can be helpful too!
- Car Check-Up: Before any long trip, give your car a little TLC. Check the tire pressure (including the spare!), oil levels, wiper fluid, and lights. Better safe than sorry!
- Flexibility is Key: Have a plan, yes, but don’t be afraid to deviate! See a sign for a quirky museum or a scenic overlook? Pull over! Some of the best memories come from spontaneous detours.
- Book Ahead (Mostly): Especially during peak season or if you have your heart set on a specific hotel (like one of these amazing Curator properties!), book your accommodations in advance. However, leave some wiggle room in your driving schedule.
- Entertainment Arsenal (for kids… or adults!): Road trip games (I Spy, license plate game), audiobooks, travel journals, activity books, or tablets loaded with movies can be lifesavers for keeping everyone entertained.
- Local Love: Use apps or ask locals (hotel concierges are great!) for recommendations on hidden gem restaurants or lesser-known sights along your route. It’s a wonderful way to immerse yourself.
- Capture the Moments: Don’t forget the camera but also encourage everyone to put devices down and just be present. Maybe give older kids a disposable camera for a fun, retro way to capture their perspective.
Hitting the road is about embracing the journey, discovering new places, and strengthening bonds. Whether you’re cruising the California coast, island-hopping in the Keys, or exploring New England’s charm, planning your stops at unique, welcoming places like the properties in the Curator Hotel & Resort Collection just elevates the entire experience.
So, what are you waiting for? Start planning your next adventure, create those lasting memories, and explore the beauty that awaits just a drive away! Happy travels!