Elegant group of travelers enjoying a sunset gathering on a luxury cruise deck

    Group & Multigenerational Travel

    Group & Multigenerational Cruise Specialist

    From multigenerational family reunions to milestone celebrations and Melissa's own hosted sailings — curated group cruise planning for travelers who want to celebrate together.

    Group cruising takes many forms — a multigenerational family reunion spanning three generations, a milestone anniversary or birthday celebrated together, friends booking cabins in a block, or one of Melissa's own personally hosted sailings. Whatever the occasion, group cruise planning requires a different kind of coordination: cabin categories that work for every budget, dining reservations that keep the group together, and someone managing the logistics so everyone else can just enjoy the trip.

    Every Kind of Group

    Group Travel We Plan

    Multigenerational Family Reunions

    Three generations, one voyage. Cabin blocks near each other, dining that seats everyone, and activities for every age — coordinated so the family can simply be together.

    Milestone Celebrations

    Anniversaries, birthdays, and retirements deserve more than a dinner out. Melissa designs celebratory sailings with private gatherings and thoughtful onboard moments.

    Friend Group Getaways

    Cabins in a block, dinners at one table, sea days spent together — a friends' sailing with the logistics handled so no one has to play planner.

    Corporate & Affinity Groups

    From professional associations to alumni groups and incentive travel, Melissa coordinates group space, meeting venues, and group dining aboard the world's finest ships.

    Wedding & Honeymoon Groups

    Celebrate at sea with your favorite people — group cabin arrangements, celebration dinners, and shore experiences woven around your occasion.

    Hosted Sailings with Melissa

    A small number of personally hosted departures each year, where Melissa sails alongside a curated group of Trouvaille travelers.

    Our Hosted Sailings

    Melissa's Hosted Sailings

    Melissa also personally hosts a small number of group sailings each year — small, curated departures where she sails alongside the group. Here's what's past and upcoming.

    Sold Out
    March 8 – 15, 2025

    Saint Isles & Sea of the Caribbean

    Virgin Voyages · Resilient Lady · 7 Nights

    Our inaugural hosted group sailing took Trouvaille travelers through the stunning islands of the Eastern Caribbean — from the lush peaks of St. Lucia to the turquoise waters of the BVI. Melissa hosted the group throughout with private gatherings and curated experiences.

    Itinerary

    Day 1

    San Juan, Puerto Rico

    Departure

    Day 2

    Tortola, BVI

    Port of call

    Day 3

    At Sea

    Enjoy the ship

    Day 4

    Bridgetown, Barbados

    Port of call

    Day 5

    Castries, St. Lucia

    Port of call

    Day 6

    St. John's, Antigua & Barbuda

    Port of call

    Day 7

    Philipsburg, St. Maarten

    Port of call

    Day 8

    San Juan, Puerto Rico

    Arrival

    Sold Out
    April 11 – 18, 2026

    Western Caribbean & Bimini Beach Club

    Virgin Voyages · Resilient Lady · 7 Nights

    This hosted group sailing aboard Virgin Voyages' Resilient Lady has officially sold out. Melissa and a curated group of Trouvaille travelers will sail the Western Caribbean with private welcome and farewell gatherings, group excursions, and Melissa's onboard guidance throughout the voyage.

    Itinerary

    Day 1

    Miami, Florida

    Departure

    Days 2–3

    At Sea

    Enjoy the ship

    Day 4

    Ocho Rios, Jamaica

    Port of call

    Day 5

    George Town, Cayman Islands

    Port of call

    Days 6–7

    At Sea

    Return sailing

    Day 7

    Bimini Beach Club

    Exclusive beach day

    Day 8

    Miami, Florida

    Arrival

    This sailing is fully booked. Join our interest list to be notified of future hosted voyages.

    On the Horizon

    Upcoming Hosted Sailings

    Sold Out
    October 20 – 24, 2026

    Caribbean Getaway with Grand Turk

    Princess Cruises · Star Princess · 4 Nights

    This hosted group sailing aboard Princess Cruises' Star Princess has officially sold out. Melissa and a curated group of Trouvaille travelers will enjoy a four-night getaway to Grand Turk with private welcome gatherings and onboard hosting throughout the voyage.

    Itinerary

    Day 1

    Ft. Lauderdale, Florida

    Departure

    Day 2

    At Sea

    Enjoy the ship

    Day 3

    Grand Turk, Turks & Caicos

    Port of call

    Day 4

    At Sea

    Return sailing

    Day 5

    Ft. Lauderdale, Florida

    Arrival

    This sailing is fully booked. Join our interest list to be notified of future hosted voyages.

    Now Booking
    September 2 – 10, 2027

    Trouvaille Escapes — Alaska

    Virgin Voyages · Brilliant Lady · 7 Nights

    Join Melissa and a curated group of Trouvaille travelers for an unforgettable Alaska voyage aboard Virgin Voyages' Brilliant Lady. Sail from Seattle through the Inside Passage, calling at Ketchikan, Sitka, and Skagway, with scenic cruising through Tracy Arm Fjord and a final stop in Victoria before disembarking in Vancouver.

    Itinerary

    Day 1

    Seattle, Washington

    Departure

    Day 2

    Inside Passage, Alaska

    Scenic cruising

    Day 3

    Ketchikan, Alaska

    Port of call

    Day 4

    Sitka, Alaska

    Port of call

    Day 5

    Skagway, Alaska

    Port of call

    Day 6

    Tracy Arm Fjord, Alaska

    Scenic cruising

    Day 7

    Victoria, British Columbia

    Port of call

    Day 8

    Vancouver, British Columbia

    Arrival

    Learn More

    The Trouvaille Difference

    Why Plan Group Travel With Melissa

    Built-In Community

    Group travel is better with the right people — your own family, dear friends, or a curated group of like-minded guests. Melissa handles the coordination so connection comes naturally from day one.

    Melissa Sails With You

    On her personally hosted sailings, Melissa is onboard for the entire voyage — available for recommendations, introductions, and ensuring every detail is seamless.

    Exclusive Group Touches

    Private welcome gatherings, group dining arrangements, curated excursions, and special onboard moments designed around your group and your occasion.

    Solo-Friendly & Celebration-Ready

    Whether you're traveling solo, as a couple, with three generations in tow, or celebrating a milestone, every group voyage is planned to feel warm and welcoming for every guest.

    Your Next Voyage Awaits

    Ready to Plan Your Group Voyage?

    Whether you're gathering three generations, celebrating a milestone, or joining a hosted sailing, every journey begins with a conversation. Also explore our luxury ocean cruises and European river cruises.

    Group Cruise FAQ

    Group & Multigenerational Cruise Questions

    What to expect from group, multigenerational, and hosted cruise travel with Melissa Odom.