White-glove vacation planning • Best available rates • No planning fees • Speak With an Expert
Personalized Travel by Sam & Chris

Travel By Sam & Chris

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

📞 (516) 279-9860✉️ travelbysamandchris@gmail.com
Get Your Start PlanningTravel Search
No planning feesWhite-glove servicePersonal trip matching
Start with a quote before rates and availability change.
No planning fees
White-glove guidance
Family, couples & groups
Tours, resorts & cruises
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
  • Best available rates through supplier booking options
  • Personalized recommendations for families, couples and groups
Work with Sam and Chris travel advisors

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

1

Search live options

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

2

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.

3

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
Live Travel Search

Search vacations, resorts, cruises and packages

Use the live Travel By Sam & Chris travel search below, or request help from Sam & Chris if you want personal guidance before choosing your trip.

Tip: compare dates for better pricing
Need help? Use the quote form below
After booking, add tours & excursions
Tours & Excursions

Book tours and experiences

Explore excursions, tours and activities through our Viator partner widget.

Core Services

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.

Start typing to quickly find a destination.

Jamaica Luxury Resorts

Caribbean

Turks and Caicos Luxury Hotels

Caribbean

Dominican Republic All-Inclusive Resorts

Caribbean

St. Thomas Luxury Travel

Caribbean

Bahamas Luxury Vacations

Caribbean

Mexico Luxury Resorts

Mexico

Cancun Luxury Resorts

Mexico

Riviera Maya All-Inclusive Resorts

Mexico

Tulum Boutique Luxury Hotels

Mexico

Aruba Luxury Resorts

Caribbean

Exuma Luxury Travel Guide

Caribbean

Costa Rica Luxury Adventure

Central America

England Luxury Travel

Europe

Ireland Luxury Travel

Europe

France Luxury Travel

Europe

Italy Luxury Travel

Europe

Amalfi Coast Luxury Travel

Europe

Lake Como Luxury Hotels

Europe

Greece Luxury Islands

Europe

Santorini Luxury Hotels

Europe

Mykonos Luxury Travel Guide

Europe

Maldives Overwater Villas

Indian Ocean

Japan Luxury Travel

Asia

Florida Vacation Planning

United States

Hawaii Luxury Vacations

United States

Maui Luxury Resorts

United States

Oahu Luxury Travel Guide

United States

St. Lucia Luxury Resorts

Caribbean

Dubai Luxury Travel

Middle East

Booking Sites Included

Ready to book or compare options?

Use our travel booking site, book tours and excursions, explore Disney planning, or request help from Sam & Chris.

Booking Traffic System

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

Fastest way to get help: include your destination, dates, number of travelers and ideal budget.
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 ExpertEmail
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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