Sailings & Stays: Your Next Getaway
Honeymoon to Babymoon. Group Reunion to Solo Expedition.
Bachelor & Bachelorette
We help plan bachelor and bachelorette getaways, whether you are envisioning a fun-filled cruise, a chic beach escape, or a long weekend in Vegas with friends. From choosing the right destination and accommodations to helping coordinate the travel details, which can be a challenge with groups, we can help create a trip that feels festive and easy for all.
Wedding & Vow Renewal
Along with our trusted travel partners, we are delighted to help with destination wedding and vow renewal arrangements on land or at sea. From intimate beachfront ceremonies to large, yet effortless, celebrations aboard a cruise, we can help organize the travel details so your special occasion feels as seamless as it is memorable.
Honeymoon to Babymoon
We are also happy to help plan honeymoons and babymoons designed around comfort, style, and a sense of occasion. Whether you are dreaming of a romantic escape to celebrate newlywed life or a relaxing getaway before your growing family arrives, we can help create a thoughtful, personalized trip that feels special and easy for you both.
Family &
Group Travel
Family vacations, reunions, multigenerational retreats & group travel are designed to bring everyone together. We coordinate the details so travelers of all ages & interests can relax. Group travel can come with added complexity: from arrivals, schedules & housing needs to finding the right balance of shared experience & personal time. Planning can make all the difference.
Spa, Nature & Restorative Retreats
Spa and wellness travel offers a chance to truly slow down, reset, and return home feeling refreshed. From serene resort stays and restorative spa treatments to wellness-focused escapes centered on movement, nourishment, and relaxation, these trips can be both restful and intentional. Whether you are craving a quiet recharge or a more immersive wellness getaway, we can help you find an experience that feels thoughtfully suited to you.
Don’t forget most cruise ships have impressive Thermal Suites & Med Spas that rival the services on land. Go home feeling, & looking, brand new.
Pre/Post Cruise Stays & Land Tours
We also assist with pre- and post-cruise stays, giving you the option to turn your sailing into a longer, more relaxed (or more adventurous) holiday. Whether you would like to arrive early to explore your departure port or linger a little longer after disembarkation, we can help arrange hotel stays & additional travel details to make your vacation feel cohesive from beginning to end. Your choice of lodging before your cruise can set the whole tone for your embarkation morning.
Some cruise lines also offer land tours, making it possible to extend your journey beyond the ship with an inland addition before or afterwards.
Solo Sails
& Stays
There’s no need to put a special trip on hold—some of the most memorable journeys are the ones you take on your own. After several transformative solo land trips, I embarked on my first cruise alone & have never regretted a single magical moment at sea. Now, I make it a point to slip away for little escapes of my own every now and then.
Ride the Rails Train Travel
Rail travel offers a wonderful way to slow down and enjoy the journey as much as the destination. From scenic rail routes to thoughtful, fully curated vacations that include accommodations & activities, train travel can be relaxing, comfortable & memorable—like a breathtaking ride through the Grand Canyon.
All-Inclusive Resorts
These resorts offer an easy, stress-free way to settle in & truly unwind. With dining, drinks, activities, & entertainment all wrapped into one stay, they can make vacationing feel indulgent without the surprise costs. Whether you are looking for a romantic adults-only escape or a lively group retreat, we can help you find one that fits your style.
Theme Parks,
& Packages
Theme park vacations can be as seamless as they are exciting when planned cohesively. We can help arrange packages that include accommodations, tickets, dining, & other activities so your trip feels easy and well organized. Whether it’s a couple’s trip or big family vacation, we can help tailor the details to fit your style and pace.
Weekend Escapes
Sometimes a change of scenery is all it takes to feel restored. We can help you make the most of your time off with a thoughtfully planned 3-day or long weekend escape. Whether you are dreaming of a quick cruise, a relaxing resort stay, a scenic rail journey, or an easy getaway closer to home, we can help you find something that feels refreshing, and truly worth the time away.
Birthdays & Anniversaries
We love helping travelers celebrate milestones such as graduations, birthdays, anniversaries, & other special occasions with trips that feel personal and thoughtfully tailored to the moment. We work with select travel partners to provide the option to add personal touches such as decorations, & gifts like champagne, chocolates, roses, and other special surprises to mark your loved one’s special day. Please reach out to us with special requests & details.
Holiday Journeys
We also help plan holiday travel for travelers looking to make Christmas, New Year’s, Thanksgiving, and other festive occasions feel extra special, while minimizing the stresses that usually come with the territory. Whether you are dreaming of a holiday cruise, a cozy seasonal getaway, a sunshine escape from the snow, or a memorable trip with loved ones, we can help create a trip that feels joyful, celebratory, personalized, and far more relaxing than staying home & hosting.
Exotic & Luxury Trips
Exotic & luxury travel offers unique accommodations & unforgettable experiences, curated just for you—whether it’s an African safari, an overwater villa in Bora Bora, an epic cruise around the Med or escape to a private Caribbean island. Adventures characterized by exceptional service & stunning surroundings, these trips are designed to be once-in-a-lifetime journeys and beautifully indulgent getaways. We are here to help create an unforgettable experience that’s forever yours.
Featured Escape
Hotel Xcaret Mexico
The Xcaret all-inclusive resorts in Mexico offer a distinctive, elevated take on the traditional Riviera Maya escape, combining beautiful design, exceptional hospitality, and a strong sense of place. From the family-friendly atmosphere of Hotel Xcaret México to the adults-only creativity of Hotel Xcaret Arte and the intimate luxury of La Casa de la Playa, each property delivers a thoughtfully curated experience rooted in Mexican culture, natural beauty, and world-class service.
Photo courtesy of Hotel Xcaret
With their signature approach to all-inclusive travel, Xcaret resorts are especially appealing to travelers seeking more than a typical beach getaway — offering a stay that feels immersive, stylish, and rich with opportunities for adventure, relaxation, and discovery. Contact us to reserve your swim-up terrace and start planning your Xcaret escape.
No matter the destination, we can help choose travel insurance that fits you & your trip for your safety & peace of mind.
Travel Partners
Caroline works with a variety of trusted travel partners to help create seamless, personalized cruises & land-based vacations of all kinds, including experiences that can pair beautifully with a cruise as a pre- or post-voyage getaway. Please reach out if you don’t see your preferred brand.
Rail Travel & Vacations
- Brightline Rail, Amtrak/Vacations, Xanterra – Grand Canyon Railway, Rail Europe
Resorts & Accommodations
- Marriott, Hyatt, RIU, Sandals, Beaches, IHG, Choice Hotels, ACCOR, Hilton, HVN, KEY.co, Ox Ranch Texas, & other unique accommodations
Tickets & Activities
- Viator, Shore Excursions , Theme Parks, Shows, Resort-for-a-Day, Sports, Concerts, Theater
Cruise Lines & River Ships
- Virgin Voyages, Celebrity River & Ocean Cruises, Royal Caribbean Cruise Line, Carnival Cruises, Holland America, Disney Cruise Line, Margaritaville at Sea, Oceania Cruises, Viking River Cruises, Princess Cruises, MSC Cruises, SilverSea, Seabourn, AMAWaterways, Norwegian Cruise Line, Cunard
Cruise with Caroline: Boutique Travel. Individually Crafted. 