Personalized Travel by Sam & Chris

Travel By Sam & Chris

Your Journey. Our Passion.

Personalized vacations, cruises, tours and resort escapes planned with care, style and white-glove guidance.

📞 (516) 279-9860 ✉️ Chris@travelbysamandchris.com

Start Planning My Trip Travel Search

No planning feesWhite-glove servicePersonal trip matching

Real advisors. Thoughtful recommendations. Stress-free planning.

No planning fees

White-glove guidance

Family, couples & groups

Tours, resorts & cruises

Travel By Sam and Chris family travel advisors

Meet Your Travel Advisors

Family-led travel planning with a concierge feel.

Travel By Sam & Chris is built around personal guidance, thoughtful recommendations and stress-free vacation planning from first idea to final itinerary.

Christopher O'Connor

Founder / CEO

Chris helps travelers compare the right destinations, resorts, cruises and vacation packages with a focus on value, service and a smooth planning experience.

Samantha O'Connor

Co-Founder / COO

Samantha helps bring a detail-focused, family-friendly touch to each itinerary so every trip feels organized, personal and memorable.

Work With Sam & Chris

Personal travel guidance from start to finish.

At Travel By Sam & Chris, we help match you with the right destination, resort, cruise, tour and travel style. You can use our booking links directly or request guidance before you book.

White glove service
No travel agent planning fees
Access to supplier and wholesale booking options
Personalized recommendations for families, couples and groups

Work With Sam & Chris

Tell us what kind of trip you want and we’ll help narrow the best options.

Start Planning

Plan with confidence

Three easy ways to start your trip

Search live options

Use the Travel Search to compare resorts, cruises and vacation packages in real time.

Ask Sam & Chris

Not sure what to choose? Send a quote request and we’ll help match the trip to your budget and travel style.

Add tours & extras

Use the Viator section to explore excursions and experiences once your destination is selected.

Not sure where to go yet?

Tell us your budget, dates and wish list. We’ll help narrow the best-fit destinations.

Plan My Trip

Ways We Can Help

Plan by Travel Style

Caribbean Luxury Vacations

Plan luxury Caribbean vacations, all-inclusive resorts, romantic escapes and family beach trips with personal guidance from Sam &

Europe Luxury Travel Planning

Custom Europe vacations for Italy, Greece, Ireland, England, France and luxury multi-city itineraries.

Disney Vacation Planning

Disney resort, park and family vacation planning with white-glove guidance from Sam & Chris.

Universal Orlando Vacation Planning

Plan Universal Orlando vacations, hotels, tickets and family experiences with Sam & Chris.

Cruise Planning

Cruise planning for families, couples and groups across Caribbean, Europe, Alaska and premium cruise itineraries.

Luxury Travel Agent Long Island NY

Work with Sam & Chris for luxury vacation planning from Long Island, New York, serving families, couples and groups nationwide.

Featured Destinations

Explore Luxury Destinations

Explore hand-picked vacation styles including Disney, Universal Orlando, cruises, Caribbean resorts, Europe, Hawaii and luxury escapes. Let us help match the trip to your dates, budget and travel style.

St. Lucia Luxury Resorts

Caribbean

Dubai Luxury Travel

Middle East

Explore & Book

Compare options or start planning with us.

Search live vacation options, explore tours and experiences, or ask Sam & Chris to help compare the choices before you book.

Travel Planning Guides

Popular vacation planning pages

Explore our strongest planning guides for Disney, Universal, cruises, Caribbean resorts and luxury travel. Each page gives travelers a clear next step to call, email or request a free quote.

Disney Vacation Packages 2026

Family Disney planning, resort guidance, park strategy and quote requests.

Universal Orlando Vacation Planner

Hotels, tickets, family tips and vacation package planning.

Cruise Deals & Family Vacations

Cruise planning for families, couples, groups and milestone trips.

Caribbean All-Inclusive Resorts

Resorts for families, couples, honeymooners and luxury beach escapes.

Luxury Travel Planner Long Island

Local trust page for Long Island travelers and nationwide referrals.

Start here

Start your custom vacation plan

Tell us where you want to go, your travel dates, number of guests and ideal budget. We’ll help narrow the best hotels, cruises, parks, tours and packages for your trip.

Email My Trip Request Travel Search

Start Planning

Talk to Sam & Chris

Ready for personal travel help?

Call, email, or send a free quote request and we’ll help match your trip to the right resort, cruise, tour or vacation package.

Speak With an Expert Email

📞 Call ✉️ Email Start Planning

Client Testimonials

Travelers trust Sam & Chris to make planning simple.

“Sam and Chris made the entire vacation feel effortless. They listened to what we wanted and helped us find the right resort for our family.”

— Family Vacation Client

“The recommendations were spot on. We felt guided without pressure, and the trip came together beautifully.”

— Caribbean Resort Client

“From cruises to excursions, they helped us compare options and feel confident before booking.”

— Cruise Planning Client

Family-led travel planning with a concierge feel.

Christopher O'Connor

Samantha O'Connor

Personal travel guidance from start to finish.

Work With Sam & Chris

Three easy ways to start your trip

Search live options

Ask Sam & Chris

Add tours & extras

Not sure where to go yet?

Search vacations, resorts, cruises and packages

Book tours and experiences

Plan by Travel Style

Caribbean Luxury Vacations

Europe Luxury Travel Planning

Disney Vacation Planning

Universal Orlando Vacation Planning

Cruise Planning

Luxury Travel Agent Long Island NY

Explore Luxury Destinations

Jamaica Luxury Resorts

Turks and Caicos Luxury Hotels

Dominican Republic All-Inclusive Resorts

St. Thomas Luxury Travel

Bahamas Luxury Vacations

Mexico Luxury Resorts

Cancun Luxury Resorts

Riviera Maya All-Inclusive Resorts

Tulum Boutique Luxury Hotels

Aruba Luxury Resorts

Exuma Luxury Travel Guide

Costa Rica Luxury Adventure

England Luxury Travel

Ireland Luxury Travel

France Luxury Travel

Italy Luxury Travel

Amalfi Coast Luxury Travel

Lake Como Luxury Hotels

Greece Luxury Islands

Santorini Luxury Hotels

Mykonos Luxury Travel Guide

Maldives Overwater Villas

Japan Luxury Travel

Florida Vacation Planning

Hawaii Luxury Vacations

Maui Luxury Resorts

Oahu Luxury Travel Guide

St. Lucia Luxury Resorts

Dubai Luxury Travel

Compare options or start planning with us.

Popular vacation planning pages

Disney Vacation Packages 2026

Universal Orlando Vacation Planner

Cruise Deals & Family Vacations

Caribbean All-Inclusive Resorts

Luxury Travel Planner Long Island

Start your custom vacation plan

Ready for personal travel help?

Travelers trust Sam & Chris to make planning simple.