Thoughtful travel planning · Personal support · Memories that last

Romance & family travel with Caitlin Pleasants

For the moments
that are yours.

A honeymoon that gives you room to breathe. A destination wedding that brings your people together. A restful babymoon before your family grows. A vacation that brings grandparents, parents, and children together.

Let’s make the travel feel as personal as the occasion.

A wedding couple embracing beside the sea
Destination-wedding inspiration · stock photography
Caitlin Pleasants, romance travel advisor

Your travel advisor

Meet Caitlin.

Caitlin Pleasants specializes in romance travel, drawing on many years of experience with hotels and wedding planning. She is also developing her expertise in all-inclusive vacations, cruises, and tours of Europe. She brings that background to the details of your honeymoon, wedding travel, babymoon, anniversary, or family getaway. She also welcomes multigenerational travel, with thoughtful planning for different ages, interests, and time together.

E-mail Caitlin

Every chapter deserves time together

Explore Caitlin’s specialties.

Your first trip as newlyweds

Honeymoons

Begin married life with a getaway that feels like the two of you. Caitlin can help you bring together relaxation, local discoveries, and the experiences you’ve been looking forward to sharing.

Explore honeymoons →

Bring your people to your happy place

Destination weddings

Celebrate in a setting you love, with the people who mean the most to you. Caitlin draws on her hotel and wedding-planning background to help make the travel side of your celebration feel organized and personal.

Explore destination weddings →

Celebrate the years you’ve shared

Anniversaries

Make time to celebrate your story, whether it’s your first anniversary or a milestone year. Caitlin can help you plan a quiet escape, revisit a meaningful place, or try somewhere new together.

Explore anniversaries →

A special reason to get away

Celebrations

Turn a birthday, retirement, graduation, reunion, or another meaningful moment into time away with your favorite people. Caitlin helps shape a getaway around what you’re celebrating and how you want to enjoy it.

Explore celebrations →

Before your new arrival

Babymoons

Make room for a little rest, connection, and time just for you before welcoming your baby. Caitlin can help shape an unhurried getaway around your comfort, preferences, and the time you have.

Explore babymoons →

More generations. Shared memories.

Multigenerational travel

Bring grandparents, parents, and children together for a vacation everyone can look forward to. Caitlin helps balance different ages, interests, and paces, with space for shared experiences and time to recharge.

Explore multigenerational travel →

Find your style.

Start with a quick quiz, then bring your results to Caitlin. These family-park guides are designed to help you compare the experience, time, and resort value before you book.

Browse all our quizzes →

Where will your story take you?

A few places to spark a conversation. We’ll compare the season, travel time, budget, and the experience you want.

Aerial view of an island resort in the Maldives

Island time

Let the Maldives inspire a conversation about peaceful beaches, privacy, and unhurried days.

Santorini’s blue domes and white buildings above the Aegean Sea

A little European romance

Let Santorini inspire a conversation about coastal views, local discoveries, and time together.

Tell us what you’re planning.

For a honeymoon or destination wedding, choose your dedicated planning form. In your notes, mention that you’d like Caitlin to help. These forms are received by The Salty Seaster team.

Honeymoon planning

Share your dates, travel style, budget, and the moments you want to make room for.

Destination-wedding planning

Share your celebration vision, guest plans, preferred setting, and timing.

Anniversary planningShare your milestone, dates, and the special touches you’d love to include.

Build your planning notes here, then copy them into our secure agency trip-request form. This worksheet does not send or save your information.

Celebration planningShare your occasion, group plans, and the details that will make it memorable.

Build your planning notes here, then copy them into our secure agency trip-request form. This worksheet does not send or save your information.

Planning a babymoon, multigenerational vacation, or another getaway? Use our trip request form and mention Caitlin, the occasion, and who will be traveling.

Photography credits

Stock images provide inspiration and do not depict our clients or a booked package.

Wedding: Alexander Mass / Pexels
Maldives: Ivan Theodoulou / Unsplash
Santorini: Maria Charizani / Pexels