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Select one of the below 3 best Jacksonville trips for 2026 and 2027. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring Jacksonville. Our Jacksonville trips for 2026 feature Archaeological Site Visits, Local Market Visits, Urban Exploration, Village Visits, and Whale Watching, and start from $9,899 for trips of 16 to 29 days. Contact Adventure Life's Jacksonville trip planning experts to start planning your next seamless trip.

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    • Jacksonville
Colorful sunrise at Portland Head Lighthouse in Maine
from $9,899
Save $6000
EXPLORE

East Coast: Jacksonville to Halifax

Jacksonville to Halifax - 16 Day Itinerary aboard Victory I
  • Explore Jacksonville's waterfront
  • Discover Brunswick’s Golden Isles
  • Stroll Savannah’s historic squares
  • Discover Norfolk’s naval heritage
Starts / Ends
Jacksonville / Halifax
Activity Level
Variable
Sail from Jacksonville to Halifax aboard Victory I, visiting historic coastal ports in Georgia, South Carolina, North Carolina, Virginia, Connecticut, Rhode Island, Massachusetts, New Hampshire, Maine, and Nova Scotia. Explore waterfronts, museums, historic sites, mansions, naval landmarks, and lighthouses along the Atlantic coast.
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Portsmouth, New Hampshire
from $9,899
EXPLORE

East Coast: Halifax to Jacksonville

Halifax to Jacksonville - 16 Day Itinerary aboard Victory I
  • See Portland Head Light
  • Discover Provincetown galleries
  • Tour Newport's grand mansions
  • See Charleston's historic landmarks
Starts / Ends
Halifax / Jacksonville
Activity Level
Variable
Embark on a 16-day East Coast cruise aboard Victory I. Explore Halifax and Peggy’s Cove before visiting Portland, Portsmouth, Provincetown, Newport, and New London. Continue south to Norfolk, Wilmington, Charleston, Savannah, Brunswick, and Jacksonville. Experience New England’s coastal heritage, Southern history, and Atlantic scenery.
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Visit Portsmouth
from $18,198
EXPLORE

5 Great Lakes + St. Lawrence Seaway: Montreal to Jacksonville

Montreal to Jacksonville - 29 Day Itinerary aboard Victory I
  • Watch Saguenay Fjord belugas
  • Kayak Gaspe's Forillon coastline
  • Tour Halifax's hilltop Citadel
  • Admire Newport's Cliff Walk
Starts / Ends
Montreal / Jacksonville
Activities
Wildlife Viewing, Whale Watching, Urban Exploration, Village Visits, Archaeological Site Visits, Local Market Visits, Kayaking
Activity Level
Variable
Embark on a 29-day voyage aboard Victory I, from Montreal to Jacksonville, linking the St. Lawrence Seaway with the Atlantic Seaboard. Walk Old Quebec, watch beluga whales in the Saguenay Fjord, and explore Halifax and Newport before reaching Florida.
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Shannon Fischer-Kendro Adventure Life employee profile
Shannon K.
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Atlantic Coast

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TrustScore 4.9 | 1045 reviews
TrustScore 4.9 of 5
total score
Based on 1045 reviews on
review score
2 days ago
Fabulous service for booking a cruise. Prompt response. Very satisfied
Christine Pavel
review score
4 days ago
We have had excellent results when working with Adventure Life. We've just set up out third trip with them because the first two were great! Adventure Life has always listened, worked with us, and set up trips the way we've wanted. They've also found experiences we wouldn't have known about otherwise, that have been some of the highlights of the entire trip.
SA
review score
4 days ago
Mary goes the extra mile to ensure smooth travel booking and trips! She recommends amazing journeys at a great value!
Beth Vance
review score
1 week ago
Shannon was always quick to reply to my questions and her honest answers helped us identify the right trip for us. Off to a great start!
Lisa Jibson
review score
1 week ago
Adventure Life planned an extraordinary trip to Uruguay where we were able to see a colonial town, modern city, the coast life, and the countryside. They planned beautiful experiences such as olive oil and cheese tastings, and horseback riding through the country. The local tour company was excellent, all were so kind, knowledgable, and professional. We highly recommend Adventure Life, as we have had several fantastic experiences with them and this trip was no exception!
Paula Bellini

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Shannon Fischer-Kendro Adventure Life employee profile
Shannon K
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