North America Sailing Cruises & Packages Tours & Trips

9 North America Sailing Cruises & Packages trips. Tours from 13 tour companies. 0 reviews.

9 Trips match your criteria (1 - 9 shown)

Greece Sailing Adventure: Corfu to Kefalonia
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Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Corfu

Highlights

  • Begin your sailing adventure on one of the most beautiful islands in the Ionian Sea – the island of Corfu, filled with gorgeous Venetian architecture and boasting an azure sea.
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.
  • Take a dip near private islands seldom seen, like Skorpios – once home to Jacqueline Kennedy Onassis – and Atokos – uninhabited except by a few wandering goats.
  • Explore the seaside villages, hospitable locals, glittering bays, lush verdant hills and warm tavernas of Meganisi, Kastos, Kalamos and Ithaca – all at the desired pace of your group and friendly skipper.
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Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
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Greece Sailing Adventure: Kefalonia to Corfu
Save this trip to your favorites or other list
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Corfu

Highlights

  • Begin your sailing adventure on the biggest and one of the most beautiful islands in the Ionian Sea – Kefalonia, famous for its delicious wine, sheer white cliff faces and world-famous beaches.    
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.    
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.   
  • Take a dip near private islands seldom seen, like Skorpios – once home to Jacqueline Kennedy Onassis – and Atokos – uninhabited except by a few wandering goats.  
  • Explore the seaside villages, hospitable locals, glittering bays, lush verdant hills and warm tavernas of Meganisi, Kastos, Kalamos and Ithaca – all at the desired pace of your group and friendly skipper.
Show more

Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
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British Columbia Yacht Trip
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Small Ship Cruise
Why we love them
They’ve been recognized by major travel publications for their pioneering adventure travel expertise that spans back to their founding in 1979.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Learn about Haida culture, history and the natural wonders of their homeland
  • Visit multiple UNESCO World Heritage Sites
  • Hike trails that wind through forest floors
  • Enjoy the longer hours of sunlight on waters that attract an abundant and diverse display of marine life
  • Find many varieties of sea stars (formerly known as starfish) and many other marine creatures
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Themes

Cultural, 50 Plus, Sailing, Small Ship Cruise

What travelers are saying

"I have travelled with ROW numerous times, including four trips on the Rogue River. Every trip has been wonderful and every person associated with ROW has been nice, knowledgeable, professional and fun. The Rogue is a great river and the trip is an excellent one for two people or a large group—and I have done both. I’ve taken both of my kids, one time each, and have organized groups of colleagues twice; most recently in 2019 when 14 of us gathered. The guides at ROW are great and help to make the trip very enjoyable. The scenery, lodging and the wonderful outdoors including warm air and refreshing water, make for a wonderful escape from the everyday routine. The fact that this trip offers beds and indoor plumbing is a nice benefit and allows those who have an aversion to camping a chance to see the wilderness. I have recommended ROW and the Rogue trip more times than I can count and my group has already reserved our trip for 2021. What are you waiting for?"

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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
Discoverers Glacier Country
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Small Ship Cruise
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • View Alaska's massive glaciers
  • Kayak and small boat explorations
  • Visit Glacier Bay National Park
  • Enjoy whale watching in Frederick Sound and bears near Icy Strait and Chichagof Island

Themes

Cultural, Nature & Wildlife, Family Friendly, Sailing, National Parks, Small Ship Cruise

What travelers are saying

"We particularly wanted to do this trip because of the abundance of wildlife we expected to encounter and selected this ship because they offered the kayaking experience. Overall, the weather was very good. Most people seemed like minded and were there for the adventurous experience. Accommodations Review They upgraded our cabin and we were very pleased with the amount of space and the amenities in the room. We appreciated the twin windows and being able to see humpbacks diving from our cabin. It was kept very clean and it was a treat to have our bed turned down with chocolates on the pillow each night. Meals Review We liked the variety and the quality of the food. There was always something new to try. The dining room staff was very professional and personable. Crew & Guides Review Solon was our Principal Trip Leader. He was incredibly professional and it seemed like he was constantly working to maximize the encounters with wildlife and scenery, taking advantage of all the weather opportunities and going to places that they don't often go. He worked very closely with the captain who was very accommodating and caring about us having a memorable voyage. Aymie and Andrew were our kayak guides. We went out to kayak 10 different times and were able to get to know both of them well. They worked hard to keep us safe and well informed. They made sure that we didn't miss out on any land excursions. We've had quite a few kayak guides over the years that we've paddled and we loved these two. Marla was the marine biologist aboard the ship. She was very enthusiastic and had a passion for marine mammals that was infectious. We loved listening to her presentations and looked forward to hearing her voice on the PA saying that there was another whale sighting. Colin, the geologist aboard the ship, was very knowledgeable and able to make difficult subjects understandable to the passengers. Itinerary Review The trip far, far, far, far, far, far exceeded our expectations. I had one "far" in the sentence when we left South Georgia Island after seeing 250,000 King Penguins at St. Andrews Point and added the second when we saw blue whales on two different days. The third "far" was added when we saw hundreds of whales for 6 hours along the iceberg, A68a. I added another "far" when we kayaked for over an hour with humpbacks all around and another "far" when minke whales were all around the kayaks the next day. The last "far" was added the day we didn't paddle since a leopard seal was all around the kayaks and then an orca came close. We had so many incredible experiences that we could never experience all of them in the same trip again. The guides told us that the close encounters that we had didn't happen very often and that we were very lucky that they all happened on our trip. The only thing that we didn't like was portions of the Drake Passage when it was a tad rough, but that experience gives us something to talk about. Transportation Review We made our transportation arrangements through another travel agency. Traveler Advice Make sure that you take sea sickness meds. Take advantage of every opportunity to see wildlife."

Trip dates & details
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Discoverers' Glacier Country
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Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Two exclusive days in Glacier Bay National Park accompanied by a Park Ranger
  • Discover scenic coves and fjords by kayak, paddle board, and skiff
  • Beachcombing and wilderness hikes in the Tongass National Forest
  • View stunning glaciers and listen for the “white” thunder
  • Watch for whales and wildlife in Frederick Sound and Stephens Passage
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Themes

Nature & Wildlife, Sailing, National Parks, High Adventure, Rafting, Kayaking, Canoeing, Small Ship Cruise

What travelers are saying

"I love your tour program. I may think of visiting other locations you offer, but I'm really invested into Ukraine for a lifestyle. I want to make additional trips to Ukraine as roles beyond tourism."

Trip dates & details
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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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Haida Gwaii/Queen Charlotte Islands Tour - with Gwaii Haanas
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Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Cruise 140+ islands on North America's western edge.
  • Visit spectacular, remote Gwaii Haanas.
  • Walk intact, ancient, temperate rainforest.
  • View humpback whales, seabirds and other wildlife.
  • See the Haida monumental art and culture, modern and traditional, including the UNESCO World Heritage Site.
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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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Whales & Totems Tour of the Great Bear Rainforest
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Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Enjoy Humpback whale & porpoise viewing
  • Experience intertidal life viewing
  • Visit remote Echo Bay float house community

Themes

Cultural, 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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Greece Sailing Adventure: Corfu to Kefalonia
Save this trip to your favorites or other list
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Corfu

Highlights

  • Begin your sailing adventure on one of the most beautiful islands in the Ionian Sea – the island of Corfu, filled with gorgeous Venetian architecture and boasting an azure sea.
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.
  • Take a dip near private islands seldom seen, like Skorpios – once home to Jacqueline Kennedy Onassis – and Atokos – uninhabited except by a few wandering goats.
  • Explore the seaside villages, hospitable locals, glittering bays, lush verdant hills and warm tavernas of Meganisi, Kastos, Kalamos and Ithaca – all at the desired pace of your group and friendly skipper.
Show more

Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More
Greece Sailing Adventure: Kefalonia to Corfu
Save this trip to your favorites or other list
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Corfu

Highlights

  • Begin your sailing adventure on the biggest and one of the most beautiful islands in the Ionian Sea – Kefalonia, famous for its delicious wine, sheer white cliff faces and world-famous beaches.    
  • Spend your nights on a sailing boat and fall asleep to the relaxing undulation of the waves below. Watch sunset every night from a nearby beach and wake up early to catch sunrise on the deck.    
  • Explore the finest beaches in the Greek Islands at sister islands Paxos and Antipaxos, swimming in translucent waters and walking along pure white sand.   
  • Take a dip near private islands seldom seen, like Skorpios – once home to Jacqueline Kennedy Onassis – and Atokos – uninhabited except by a few wandering goats.  
  • Explore the seaside villages, hospitable locals, glittering bays, lush verdant hills and warm tavernas of Meganisi, Kastos, Kalamos and Ithaca – all at the desired pace of your group and friendly skipper.
Show more

Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More

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