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Book with the Captain — Cruise & Hotel Travel Advisor
Luxury cruises, suites & glam getaways. Come cruise with us.
Top Deals
Ask about current suite deals.
Get your free quoteYour trip is planned by our independent travel advisor. See cruises we plan
Top Destinations
Tell us where you dream of sailing.
Get your free quoteYour trip is planned by our independent travel advisor. Destination guides
Book with the Captain is an independent travel advisor for cruises, hotels and resorts. We plan ocean, river, luxury and expedition cruises, pre- and post-cruise hotel nights and stand-alone stays for first-timers, families and groups, worldwide by email and video call. There are no Book with the Captain fees and no markup on cruise and hotel bookings.
Free quote No Book with the Captain fees on cruises & hotels Booked by an independent travel advisor
Meet Skye, your host
Tell us where you want to go.
Get your free quote.
Get your free quoteYour trip is planned by our independent travel advisor.
How it works
Three easy steps from daydream to departure.
Tell us your trip
Where, when and who’s coming. Use the quick form.
We compare options
Ships, itineraries, cabins and hotels, narrowed to a few options that fit your family and budget.
You book with confidence
Pick your favorite. We handle the booking and details, with one contact until you’re home.
Get my free quoteYour trip is planned by our independent travel advisor.
Group & family cruises
The Whole Crew Cruise
Planning a group or family cruise? Get one quote for everyone. Bring everybody. We’ll handle the herding.
Grandparents, cousins, the friend who always runs late: we plan a Caribbean cruise where every age has its thing. Kids’ clubs by age, a teen hangout (you’ll see them at dinner, probably), water slides for the brave ones, a dance floor for Grandma and a sunset for you. The fun of the ship, not the casino.
What we can put in one plan for your group:
- The cruise, with cabins grouped close together where available
- A hotel night near the port before you sail, for anyone flying in
- Family-friendly shore excursions with options for every age
- A travel insurance quote for every traveler
- Flight help for out-of-town relatives
- One point of contact who tracks everyone’s names, payments and deadlines
Group options? Just ask. Pricing is quote on request, and ships and ports depend on your dates.
Matching cruise shirts for your crew
Funny cruise tees, mugs and totes, plus group shirt quotes for family and group sailings.
Meet Skye
Hi, I’m Skye, your host at Book with the Captain, and I’m so glad you’re here. Tell us what you’re dreaming of, whether that’s a sunny cruise, a weekend in New York, or a getaway for your whole crew. Our independent travel advisor shapes the plan and books it for you.
Get your free quoteYour trip is planned by our independent travel advisor.Plan your trip
Pick the trip that sounds like yours.
Questions? Chat with us
Not sure which cruise, cabin or port fits your crew? Send a quick message in the chat, or ask for a free quote. An independent travel advisor books every trip.
Plan your whole trip with the Captain
Cruises, hotels and the pieces around them, planned together.
Cruises
Ocean, river, luxury and expedition sailings, matched to your dates, budget and travel style.
Get my free cruise quoteYour trip is planned by our independent travel advisor.Hotels & resorts
Beach resorts, city hotels and pre- or post-cruise nights near the port.
Get my free hotel quoteYour trip is planned by our independent travel advisor.Travel insurance
Travel insurance is optional and isn't required to book any cruise, hotel, airfare or other service with Book with the Captain. Plans are offered by Faye.
Ask about insuranceYour trip is planned by our independent travel advisor.Flights
We can add flights to your trip, so your travel days line up with your cruise or hotel stay.
Ask about flightsYour trip is planned by our independent travel advisor.No Book with the Captain fees and no markup on cruise and hotel bookings. Shop cruise shirts and cruiser gear.
Meet Skye
The face of Book with the Captain
Hi, I'm Skye, the AI-created host of Book with the Captain. Tell me where you want to sail, and we'll help plan the trip. An independent travel advisor books every trip.
Get my free quoteYour trip is planned by our independent travel advisor.Cruises we can plan
We don't publish deals or prices. Ask for a quote for your dates and we'll check which sailings fit.
Explora Journeys
Luxury ocean voyages. Ask for a quote for your dates.
See detailsAsk about these voyagesYour trip is planned by our independent travel advisor.Luxury Yacht Cruises in the Caribbean
Small-ship luxury yacht voyages in the Caribbean. Ask for a quote.
See detailsAsk about these voyagesYour trip is planned by our independent travel advisor.Oceania Cruises
Mediterranean, Caribbean and Northern Europe voyages. Ask for a quote for your dates.
See detailsAsk about these voyagesYour trip is planned by our independent travel advisor.Cruise port guides
Know before you go ashore: where ships dock, getting to town, what to do and all-aboard tips.
Photo: Ricraider, CC BY-SA 3.0, via Wikimedia CommonsCozumel port guide
Three piers, world-famous reefs and an easy-going downtown in San Miguel.
Photo: Quintin Soloviev, CC BY 4.0, via Wikimedia CommonsNassau port guide
Step straight off the ship into downtown Nassau, then head for beaches and history.
Photo: dbking, CC BY 2.0, via Wikimedia CommonsSt. Thomas port guide
Duty-free Charlotte Amalie, Magens Bay and an easy hop to St. John.
Photo: Diego Delso, CC BY-SA 4.0, via Wikimedia CommonsJuneau port guide
Alaska's capital: glaciers, whales and a compact, walkable downtown.
Photo: Lolo7433, CC BY-SA 4.0, via Wikimedia CommonsBarcelona port guide
Gaudí, the Gothic Quarter and tapas, and a top cruise embarkation city.
Photo: Norbert Nagel, CC BY-SA 3.0, via Wikimedia CommonsSantorini port guide
Tender into the caldera, ride up to Fira and see whitewashed Oia.
Card photos, via Wikimedia Commons: Cozumel: Ricraider (CC BY-SA 3.0); Nassau: Quintin Soloviev (CC BY 4.0); St. Thomas: dbking (CC BY 2.0); Juneau: Diego Delso (CC BY-SA 4.0); Barcelona: Lolo7433 (CC BY-SA 4.0); Santorini: Norbert Nagel (CC BY-SA 3.0).
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Why book with an advisor?
You get a real person working for you, before, during, and after your trip.
Expert guidance
Ships, itineraries, cabins and ports can be overwhelming. You'll get clear comparisons so you can choose the right fit for how you like to travel.
Often no extra cost
In most cases, advisors are paid by the cruise line or hotel, so expert help usually doesn't add to your price.
Someone in your corner
Schedule change? Questions onboard? You have one contact who knows your booking and can help you sort it out.
Find your style of cruise
Every traveler is different. Find the trip that fits you.
Family & big-ship
Water parks, kids' clubs, Broadway shows, and something for every age group.
Luxury
Smaller ships, suites, fine dining, and all-inclusive service.
River
Slow travel through Europe and beyond, docking right in the heart of historic towns.
Expedition
Antarctica, Alaska, the Galápagos, with naturalists and Zodiac landings.
Hotels & resorts
Pre- and post-cruise stays, beach resorts, and city getaways.
Family & first-time cruises
New to cruising, or bringing the kids along? Here's what helps most when you're planning your first sailing.
- Pick the right ship, not just the destination. Kids' clubs, water play areas, and family dining vary a lot from ship to ship.
- Choose cabins with care. Connecting cabins, family suites, or a mid-ship location (for smoother sailing) can make a big difference.
- Start with a shorter sailing. A 3 to 5 night trip is an easy way to see if cruising suits your family.
- Check documents early. Confirm passports or other required ID for every traveler, including children, well before you sail.
- Know what's included. Ask about drinks, Wi-Fi, specialty dining, gratuities and shore excursions so there are no surprises.
- Arrive a day early. A pre-cruise hotel night helps avoid missing the ship if flights are delayed.
First cruise? You'll have help.
Tell us who's traveling, their ages, and what everyone enjoys. You'll get a short list of ships, itineraries and cabins that fit, plus answers to all your first-timer questions.
Get my free family cruise quoteYour trip is planned by our independent travel advisor.
Hotels & Resorts
Not just cruises. We also book hotels and resorts, from beach escapes and city breaks to pre- and post-cruise nights.
The right stay for you
Tell us how you like to travel and you'll get a short list of hotels and resorts that fit your dates, budget and group.
Ask us to plan your stay
Tell us your dates and the kind of place you like, and we'll come back with hotel options that fit your trip.
Pairs with your cruise
Arrive a day early or extend your trip. Your hotel nights and sailing are planned together so the timing works.
Get my free hotel quoteYour trip is planned by our independent travel advisor. See hotel ideas
Pre- and post-cruise hotels, too
We book pre- and post-cruise hotel nights as well as stand-alone stays. No Book with the Captain fees and no markup on cruise and hotel bookings: you pay the cruise line's or hotel's rate. We compare available rates for your dates and share the options we find.
No Book with the Captain fees or markup on cruise and hotel bookings
Get my free hotel quoteYour trip is planned by our independent travel advisor.
Get a hotel quote
Tell us where and when you'd like to stay, and we'll reply within 1 business day with hotel and resort options. No Book with the Captain fees and no markup on hotel bookings: you pay the hotel's rate.
Prefer email? bookwithcaptain@gmail.com
Your trip, your way
Whoever you're traveling with, your vacation gets planned around you.
First-time cruisers
Not sure which ship, cabin, or itinerary fits you? You'll get clear, simple guidance so your first cruise feels easy from day one.
Families & multigenerational groups
Kids' clubs for the little ones, quiet spaces for grandparents, and connecting cabins so your whole family stays close.
Couples
Honeymoons, anniversaries, or a long-overdue escape. You'll get romantic itineraries and great hotels.
Group trips
Reunions, celebrations, and friend trips. You enjoy the fun while the details, cabins, and coordination are handled for you.
About Book with the Captain
Book with the Captain is an independent travel advisor. We plan ocean, river, luxury and expedition cruises, plus the hotels around them, for first-timers, families and groups. Reach us through the free quote form.
Start planning my tripYour trip is planned by our independent travel advisor.
Get a free cruise quote
Tell us a little about your trip and you'll get options tailored to you.
Prefer email? bookwithcaptain@gmail.com
Meet Captain Roberto
Calm, confident, and allergic to bad vacations. He grew up near the water, loves a quiet deck after midnight, and believes life's too short for a bad trip. Alongside his glam co-host Skye, he's the face of Book with the Captain.
Captain Roberto and Skye are AI-created characters; your trip is planned by our independent travel advisor.
Get your free quoteFAQ
Quick answers to common questions.
Does it cost more to book with you?
Not for cruises and hotels. No Book with the Captain fees and no markup on cruise and hotel bookings: you pay the cruise line's or hotel's rate. We're paid commission by the cruise line or hotel.
Do you work with clients outside my area?
Yes. We help travelers worldwide by email and video call.
Can you help if I already found a cruise online?
Yes. Send it over and we'll review it and look for options that fit your trip.
Do you book hotels too?
Yes, including pre- and post-cruise stays, beach resorts, and city hotels.
Is Book with the Captain a real travel agency?
Yes. Book with the Captain is an independent travel advisor, and every booking is made through our host agency, a registered seller of travel.
Host agency: Fora Travel (CA SOT 2151995-50; WA UBI 605329242).
Get the free First Cruise Checklist plus weekly cruise tips
A one-page printable checklist for your first cruise: documents, packing, embarkation day and more.