North America Luxury Sailing Trips & Packages Tours & Trips

24 North America Luxury Sailing Trips & Packages trips. Tours from 14 tour companies. 18 reviews.

24 Trips match your criteria (21 - 24 shown)

The Game is Afoot! The English Murder Mystery Tradition on the Queen Mary 2
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Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • As you make the Atlantic crossing, learn about British detective fiction and participate in an interactive teatime murder mystery.
  • Explore the London of Sherlock Holmes and Hercule Poirot and the charming country villages where “Midsomer Murders” is filmed.
  • On a full-day excursion to Oxford, explore the city and colleges of Inspector Morse and take afternoon tea at the Victoria "Vicky" Arms, the pub he made famous.

Themes

50 Plus, Education / Learning, Small Ship Cruise

What travelers are saying

"When I signed up for the Wonders of Costa Rica at a slower pace. The hotel listed in the itinerary for day 8&9 was a 4 star hotel on the beach called the Punta Leona. I'm not sure when but Road Scholar changed the Punta Leona hotel for the 3 star Villa Lapis Jungle hotel. I was shocked when we drove up to this dump. Others in the group wanted to leave and find another hotel. I had black bugs under that shower mat and the shower did not drain, Spiders on the wall and roaches coming out of the cracked in the bathroom. The bed was a thin mattress on a board and was hard as a rock. The food they put out was covered with a wrap but 15 minutes after the plastic wrap was removed it was covered with fruit flies. I passed on the open food bowls. The walls were real thin and the neighbors were real noisy until 11:30 pm. Others in the group complained about the late night noise, spiders and toilet seat being broken. I'm not sure where this place gets 3 stars. After I saw the roaches, I give it a 1 star. Road Scholar put us up in beautiful hotels and then they take us here. You can do better than this Road Scholar. The end the story, Road Scholar customer service called me about my concern and said they have never used the Punta Leona, (I sent her my itinerary that said PUNTA LEONA). She also said they haven't had any complaints about this Villa Lapis dump. After her call, I'm not sure if I'll ever travel with Road Scholar again. Enough said...."

Trip dates & details
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San Francisco to Lake Tahoe
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Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • -Explore the city of San Francisco
  • -Admire Giant Sequoia trees
  • -Snowshoe or hike in Lake Tahoe
  • -Enjoy a true apres-ski experience
  • -Enjoy Lake Tahoe Nightlife
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Themes

Culinary & Wine, Hiking & Walking, Eco, Sustainable & Green Travel

What travelers are saying

"I had an amazing time on the Costa Rica starter trip. This was my first time traveling solo and U30X was a great way for me to safely see another part of the world and meet new people. Our trip leaders were Adrian and Delphine; they were very knowledgeable and fun. It felt more like we were just hanging out with our friends who happened to know a lot about the country rather than following around tour guides."

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Gulf Islands, B.C., Canada Tour - With National Park Reserve
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Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Experience Hike on Saturna Island Exploring the interidal life at low tide See the wildlife while sailing

Themes

Nature & Wildlife, Sailing, National Parks, Small Ship Cruise

What travelers are saying

"The trip with Mapleleaf Adventures was incredible, life changing! We saw Orcas, Seals, Sea lions and many more awesome creatures. This area really needs to be protected!! Thanks to our crew Captain Greg, Lynsey, Jess and Dylan. You are all inspiring and awesome people!! Hope to see you all again."

Trip dates & details
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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $150 per person per day
Self-Guided / Independent Tour
Scoresby Sund and East Greenland - 17th to 26th August 2023
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Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • A small group experience of just 48 guests.
  • A rare opportunity to join an in-depth exploration of Scoresby Sund an area of outstanding natural beauty.
  • Encounter some of the largest icebergs on the planet against the stunning landscapes of East Greenland.
  • Comfortable, and intimate ice-strengthened expedition vessel with sauna.
  • This trip gives you maximum time ashore. All guests can fit in the Zodiacs and land at the same time.
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Themes

Nature & Wildlife, Small Ship Cruise

What travelers are saying

"I've always been drawn by the Arctic and being able to experience it first hand was a dream coming true. The guys at Secret Atlas know what they are doing, every detail has been perfect and I highly recommend talking to them before you book elsewhere."

Trip dates & details
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Mexico (Cabo & Baja): See & Experience it ALL in 6 Days - 1st Class Custom Tours
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By Charlie The Traveler
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Wine & Jazz Sunset Cruise with an Open Bar
  • Swimming Alongside Whale Sharks (from October to April only)
  • Interacting with Dolphins
  • Horseback Riding on the Beach
  • Rock Climbing
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Themes

High Adventure, Nature & Wildlife

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

Trip dates & details
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North America Luxury Sailing Trips & Packages Reviews

D

Derrick

Oct 2022

Written on

"Well-planned’

"Well-planned’ is the first thing which comes to my mind when I remember the Cabo/Baja area trip I took with CharlieTheTraveler. We did not have to think about much ...

B

Brittany

Oct 2022

Written on

Most memorable moments

The Cabo/Baja California tour CharlieTheTraveler offers is diverse in regard to the destinations we visited and the activities we engaged in. The whole tour was grea...

L

Luke

Oct 2022

Written on

This tour is perfect for adventure-seekers.

This tour is perfect for adventure-seekers. Paddle boarding, zip lining, rappelling, ATV riding, parasailing…We were given so much in a relatively short period of ti...

D

Devin

Oct 2022

Written on

The experience was very good

The experience was very good. We did a lot in our time there which is what we wanted.

A

Abigail

Oct 2022

Written on

Had a great time

What I really liked is that we were doing a different thing every single day. It is almost impossible to get bored on this tour. We had a great time for sure, with n...

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