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Top Atlantic Coast Trips & Tours in May 2026

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Discover Atlantic Coast in May 2026 on one of these 8 tours hand-selected by the travel experts at Adventure Life. Explore the best of Sault Ste. Marie, Detroit, Chicago, Mackinac Island, and Toronto during May 2026 as you enjoy cruises, small ship cruises, urban exploration, wildlife viewing, and cultural. Prices for trips in May 2026 range from $4,380 to $21,280 for a vacation of 8 to 13 days. Choose any of the below 8 itineraries in May 2026 and customize it when you contact one of Adventure Life's expert Atlantic Coast trip planners.
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Stroll through colorful Charleston
$4,815
EXPLORE

Best of the Canadian Maritimes

Canada Small Group Tour - 12 Day Itinerary
  • Cape Breton Coastal trail
  • Discover Thunder Cove Beach
  • Explore Mi'kmaq culture
  • Explore Prince Edward Island
Starts / Ends:
Halifax / Prince Edward Island
Activities:
Fishing, Hiking, Small Ship Sailing, Village Visits, Wine Tasting
Activity Level:
Easy Active
Join an 12-day small group tour of Canada's Maritime provinces. Experience the charms of Nova Scotia, New Brunswick, and Prince Edward Island. Discover Peggy’s Cove, explore Cape Breton's Skyline Trail and shop for Mi’kmaq arts in Lunenburg. Get to know historic Charlottetown, …
Tour Details
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$8,180
EXPLORE

The Wonders of the North Atlantic: Canada to Iceland Cruise

Halifax - Reykjavik - 13 Day Itinerary aboard SH Vega
  • Discover Halifax's nautical history
  • Discover Titanic artifacts
  • View Iceberg Alley in St. Anthony
  • Visit Qaqortoq's farming landscape
Starts / Ends:
Halifax / Reykjavik
Activities:
Village Visits, Wildlife Viewing
Activity Level:
Variable
Experience a 13-day North Atlantic cruise from Halifax to Reykjavik aboard SH Vega, blending history, culture, and natural wonders. Begin in Halifax, where you uncover maritime heritage at iconic landmarks like the Citadel Fortress and Fairview Lawn Cemetery. Sail to Saint-Pierre and explore French …
Cruise Details
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Sailing in Boston
$6,640
Savings
EXPLORE

Yankee Seaports

Boston - New York - 8 Day Itinerary aboard American Glory
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Starts / Ends:
Boston / New York
Activities:
Local Market Visits, Small Ship Cruises, Urban Exploration, Whale Watching, Wildlife Viewing
Activity Level:
Variable
Set sail on an 8-day Yankee Seaports cruise, sailing from Boston to New York aboard American Glory. This scenic journey takes you through the best seaport towns of the Northeast and learn about the historic neighborhoods of Boston.

Visit the picturesque coastal town of Plymouth, MA, and experience …
Cruise Details
0
Deans Blue Hole
$4,380
EXPLORE

West Caribbean Cruise

Belize - Fort Lauderdale - 11 Day Itinerary aboard SH Vega
  • Witness Bahama's pinkest flamingo
  • Swim with nurse sharks in Exuma
  • Snorkel vibrant coral reefs
  • Visit Cockscomb wildlife sanctuary
Starts / Ends:
Belize City / Fort Lauderdale
Activities:
Rainforest Exploration, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Set sail aboard the SH Vega for an 11-day Western Caribbean adventure. Explore Belize City’s Mayan ruins at Lamanai and the jaguar sanctuary in Cockscomb Basin. Snorkel in Grand Cayman at Stingray City and unwind on the award-winning Seven Mile Beach. Experience Montego Bay’s vibrant …
Cruise Details
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Mackinac Island, Michigan
$6,799
Savings
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
  • Visit car-free Mackinac Island
  • Sail through the Soo Locks
  • Explore the Henry Ford Museum
  • Visit Niagara Falls
Starts / Ends:
Chicago / Toronto
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration
Activity Level:
Variable
Embark on an unforgettable 11-day cruise through the Great Lakes, starting from Chicago’s Navy Pier. Sail aboard Victory II, experiencing iconic destinations like Mackinac Island, Detroit, Cleveland, and Niagara Falls. This unique voyage offers a blend of vibrant city life, stunning natural …
Cruise Details
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Golden light over the Chicago skyline
$6,799
Savings
EXPLORE

All Five Great Lakes

Toronto - Chicago - 11 Day Itinerary aboard Victory I
  • Discover the diverse food scene
  • Enjoy the vibrant nightlife
  • Visit Niagara Falls
  • Explore Niagara Peninsula
Starts / Ends:
Toronto / Chicago
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration
Activity Level:
Variable
Begin your 11-day All Five Great Lakes cruise in Toronto, exploring the CN Tower and Royal Ontario Museum. Experience Niagara Falls and the charm of Niagara-on-the-Lake. In Cleveland, visit the Rock and Roll Hall of Fame and West Side Market. Discover Detroit’s history at the Henry Ford …
Cruise Details
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Detroit, Michigan at Dusk
$6,799
Savings
EXPLORE

All Five Great Lakes Reverse

Toronto to Chicago - 11 Day Itinerary aboard Victory II
  • Explore Toronto
  • Experience Niagara Falls
  • Visit Henry Ford Museum
  • Enjoy a horse-drawn carriage tour
Starts / Ends:
Toronto / Chicago
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration
Activity Level:
Variable
Experience an 11-day cruise through the majestic Great Lakes aboard Victory II, beginning in Toronto. Explore the wonders of Niagara Falls, Cleveland, Detroit, and Mackinac Island. Sail through Lakes Ontario, Erie, Huron, Superior, and Michigan, each offering scenic beauty and historical …
Cruise Details
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Boston's skyline and harbor
$5,145
Savings
EXPLORE

Yankee Seaports

8 Day Itinerary aboard American Independence
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Starts / Ends:
Boston / New York
Activities:
Local Market Visits, Small Ship Cruises, Urban Exploration, Whale Watching, Wildlife Viewing
Activity Level:
Variable
Set sail on an 8-day Yankee Seaports cruise, sailing from Boston to New York aboard American Independence. This scenic journey takes you through the best seaport towns of the Northeast and learn about the historic neighborhoods of Boston.

Visit the picturesque coastal town of Plymouth, MA, and …
Cruise Details
0
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