Meet your airport assistant at the baggage carousel. Waiting with a sign with your name on it, they will direct you to your awaiting private transfer.

The Hollywood Roosevelt offers a diverse array of dining options that blend classic Hollywood charm with contemporary culinary delights. At the heart of the hotel, the famed Tropicana Pool & Cafe provides a casual, al fresco dining experience by the historic pool, serving breakfast, lunch, and dinner with a menu of light Californian cuisine. 25 Degrees is the hotel’s sophisticated burger bar, known for its gourmet burgers and extensive selection of wines and craft beers. For a more upscale dining experience, the Public Kitchen & Bar offers a menu of American classics reimagined with a modern twist, set in a glamorous yet relaxed atmosphere. The historic Library Bar caters to cocktail enthusiasts with expertly crafted drinks in an intimate setting, while The Spare Room combines a prohibition-style cocktail lounge with a two-lane bowling alley for a unique and entertaining night out. Each venue at The Hollywood Roosevelt promises a memorable dining experience that reflects the hotel’s storied past and vibrant present.

Please note that additional charges may apply.

Experience Hollywood in style on a private experience that immerses you in the glamour, history, and cinematic legacy of the entertainment capital. Meet your private driver-guide, settle into a sleek convertible, and cruise through the city’s most celebrated landmarks, from the glittering Walk of Fame to the iconic Dolby Theatre, home to the Academy Awards. Admire the handprints of Hollywood legends at the TCL Chinese Theatre, glimpse the storied Capitol Records Building, and take in the grandeur of the Hollywood Bowl, where music history has been made. As you glide down the famed Sunset Strip, soak in the energy of this legendary boulevard lined with historic clubs, luxury hotels, and neon-lit billboards. Then, leave the city streets behind for an invigorating hike to the world-famous Hollywood Sign. As you ascend, your expert guide will share captivating stories of Tinseltown’s past and its most famous film locations. At the summit, the city stretches before you in a breathtaking panorama. Here, be treated to a light picnic lunch, savoring both the flavors and the spectacular views of Los Angeles. Conclude upon return to your accommodation.

With some time at leisure, perhaps opt for some time at the iconic Santa Monica Beach, where you can unwind with the gentle ocean breeze and the sound of waves crashing along the shore. Stretch out on the soft sand, take a dip in the sparkling Pacific, or stroll along the beach to soak up the California sun. Don’t miss the famous Santa Monica Pier, where you can ride the Ferris wheel, play games at the arcade, and enjoy ocean views from above. The nearby beachfront promenade offers plenty of options for casual dining, shopping, and people-watching. Whether you’re sunbathing, exploring, or simply savoring the moment, Santa Monica Beach is the perfect spot for a laid-back day by the sea.

Discover the vibrant and eclectic community of Venice Beach on a private walking tour designed to immerse you in its unique beachside culture. Begin your journey at Menotti’s Coffee Stop, where you’ll meet your guide and sip on a nostalgic brew. Stroll through the serene Venice Canals, soaking in the laid-back atmosphere before visiting the legendary Muscle Beach, renowned for its performers and lively ambiance. Wander along the Venice Beach Boardwalk, a kaleidoscope of surf shops, galleries, and eateries, and snap memorable photos under the iconic Venice sign and Venice Pride Flag Lifeguard Tower. Marvel at the agility of skaters at the Venice Skate Park and gain insights into LA’s gentrification and the revival of Venice Beach. Explore Abbot Kinney Boulevard, dubbed “The Coolest Block in America,”. From classic coffee shops to bustling boardwalks, this experience captures the essence of one of LA’s most iconic neighborhoods.

Rodeo Drive is the ultimate destination for luxury shopping, where fashion enthusiasts and trendsetters alike come to indulge in the world’s most prestigious brands. Immerse yourself in this quintessential Beverly Hills experience at your own pace. Lined with renowned designer boutiques like Gucci, Prada, and Louis Vuitton, this iconic stretch of Beverly Hills is a paradise for those seeking the finest in high fashion, jewelry, and accessories. From timeless classics to the latest runway trends, Rodeo Drive offers an unparalleled shopping experience, blending opulence and style with a vibrant, glamorous atmosphere.

Pick-up your rental car and prepare to hit the open road. A Cadillac XT5 (or similar) will be reserved in your name. Please speak with your Destination Expert if you are interested in an upgrade option.

Today, travel from Los Angeles to Santa Barbara, a picturesque journey along California’s stunning coast. Begin by heading west on Highway 1, where you’ll be treated to breathtaking coastal views and sandy shores at Malibu’s famous beaches, such as El Matador and Zuma Beach. Continuing north, take in Ventura’s vibrant surf culture and historic architecture—a perfect spot for a quick detour. As you make your way up Highway 101, stop in the charming town of Carpinteria for a stroll along the serene beach or a visit to the scenic Carpinteria Bluffs Nature Preserve. This route promises rolling hills, golden beaches, and views of the sparkling Pacific Ocean, offering a blend of natural beauty, beachside towns, and iconic California landscapes for a relaxing and memorable drive. Today’s drive time is approximately 2.5 hours.

Experience a delightful blend of wine, food, and relaxation as you explore two boutique wineries in Santa Barbara's famous "Funk Zone." Start by meeting your guide at a pre-arranged beachside location, then embark on a leisurely half day amble through the vibrant wine district, taking in stunning views of the waterfront. Enjoy privately curated tasting flights at both wineries, savoring exquisite wine and delectable snacks as your guide shares insights into Santa Barbara’s natural, cultural, and winemaking history. After exquisite wine tastings, you can opt to stroll back along the waterfront, relax at the beach for sunset, or indulge in dinner or happy hour at one of Santa Barbara's top restaurants—a perfect opportunity to mingle with locals and savor some of the finest California wines and local cuisine.

Set out for an adventurous full-day on the Channel Islands, featuring private sea cave kayaking and stunning marine scenery. This morning, make your way independently to the Ventura Harbor, where you'll meet your guide and catch the ferry to Santa Cruz Island. As you cross the Channel, keep an eye out for migrating whales and playful pods of dolphins. Upon arrival, your guide will outfit you with the necessary gear— wetsuits, paddle jackets, helmets, and PFDs—before leading a paddling demonstration and safety briefing. Once on the water, enjoy a 2.5-hour sea kayaking experience as you paddle through the island's stunning kelp forests, along rugged cliffs, and, conditions permitting, in and out of breathtaking sea caves. Along the way, your guide will share insights into the marine ecology and natural history of the Channel Islands. After your kayak adventure, enjoy some free time to hike around and explore, relax on the beach, take a swim, or even rent snorkel gear on the spot. During the day, you'll be treated to a delightful picnic lunch, before heading back on the ferry in the late afternoon.

Relax and unwind at the beautiful beaches of Santa Barbara, where golden sands meet the sparkling blue waters of the Pacific Ocean. Spend your day lounging on the beach, taking a refreshing swim, or simply soaking up the sun with views of the scenic coastline and nearby mountains. Enjoy a leisurely stroll along Shoreline Park, or rent a bike to explore the palm-lined Cabrillo Boulevard. The nearby Stearns Wharf offers a variety of shops, seafood restaurants, and charming ocean views. With its tranquil atmosphere and stunning scenery, Santa Barbara Beach is the perfect place to experience the laid-back California lifestyle.

Discover the beauty of Santa Barbara’s coastline on a sunset kayak tour with a private guide. Begin your journey by independently making your way to Santa Barbara Harbor, where you’ll be outfitted with paddle jackets and personal flotation devices, followed by a brief paddling demonstration and safety overview. Once on the water, glide through the serene harbor as your guide shares fascinating insights into the area’s natural and cultural history, marine ecology, and local trivia. As you paddle toward the horizon, engage in paddle games and activities that add a fun twist to the experience. The highlight is the breathtaking view of the sunset, framed by the Santa Ynez Mountains—an exclusive perspective visible only from the water. This unforgettable experience provides a truly unique way to end the day.

Make your way from Santa Barbara to the Los Angeles International Airport. Today's drive time to approximately 2 hours.

Your self-drive journey concludes as you make your way to the rental car drop-off center and return your vehicle.

The Hollywood Roosevelt dates back to the Golden Era, situated on the Hollywood Walk of Fame in the heart of Los Angeles. This iconic hotel, built in 1927, reflects classic Hollywood in every sense, offering a modern interpretation of a Hollywood original. The hotel radiates classic Hollywood vibes and vintage glamour, seamlessly blended with modern comforts. Experience the good life in the beautifully designed rooms and suites, featuring a private lounge area overlooking the iconic painted pool. You can lounge with a martini in the elegant lobby, immersing yourselves in the hotel's timeless charm. It is deeply connected to the LA food scene, with unique restaurants and bars that reflect the city's bold culinary spirit. For relaxation, enjoy a deep tissue massage in the massage garden, work out in the state-of-the-art fitness center, or energize with yoga sessions on the rooftop. This legendary hotel offers a perfect mix of historic charm and contemporary amenities, making it a quintessential Hollywood experience. From its glamorous past to its stylish present, The Hollywood Roosevelt provides an unforgettable stay in the city of stars.

The family-friendly Harbor View Inn offers a resort-style experience, ideally located for exploring the best of Santa Barbara. Enjoy the stunning coastline and charming shops and restaurants along State Street. Perfect for romantic retreats, memorable family vacations, or destination weddings/honeymoons, the Harbor View Inn blends casual luxury with the white sands of West Beach and historic Stearns Wharf. The 149 guestrooms and suites combine timeless chic design with modern comforts, creating a serene environment for unwinding after a day of discovery. The hotel features a lavish garden, a refreshing swimming pool, and a poolside lounge perfect for relaxation. After exploring, relax in the inviting pool bar or stroll through the luxurious gardens for moments of quiet reflection. Harbor View Inn is a charming hotel with personality, offering a remarkable stay and an ideal location for exploring Santa Barbara. Please note, Harbor View Inn does not have a full restaurant offering dinner service, though several dining options are within walking distance of the hotel.