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American Pioneer Sailing Dates and Sailing Calendar

For more information, prices, and detailed day-by-day American Pioneer itineraries, please click one of the American Pioneer sailing dates below.

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Sail Date

Itinerary Name and Ports

Duration

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Priced From(per person)

Nov 13, 2026

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
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$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Nov 27, 2026

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Dec 4, 2026

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Dec 11, 2026

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Dec 18, 2026

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Dec 25, 2026

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Jan 1, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Jan 8, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Jan 15, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Jan 22, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Jan 29, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,575

Balcony (double occupancy)

Includes taxes & feesLearn More
Feb 5, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Feb 12, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Feb 19, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Feb 26, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Mar 5, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Mar 12, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Mar 19, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Mar 26, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More
Apr 2, 2027

(Friday)



8 Night Florida Gulf Coast and Keys Round Trip Cruise and Land Tour

From Tampa, Florida to St. Petersburg, Florida

Ports: Tampa, St. Petersburg, Marco Island Florida, Key West, Coastal Navigation, Punta Gorda Florida, St. Petersburg

8 Nights

Add to Favorites
Compare Favorites
$6,995

Balcony (double occupancy)

Includes taxes & feesLearn More

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