Old Saybrook, Connecticut, USA cruise port
North AmericaNew England › Connecticut

Old Saybrook, Connecticut, USA

Where the Connecticut River meets Long Island Sound, Old Saybrook delivers a quintessential New England shore day — historic Main Street, lighthouse cruises, and more Katharine Hepburn lore than you can handle.

⚓ Docked at Saybrook Point Marina🕒 Typical call: 6–8 hrs💵 USD🗣️ English🚢 Small ships only (American Cruise Lines)
Docking
Small ships dock at Saybrook Point Marina; large ocean liners do not call here
Walk to Main St
~1.5 miles from marina — shuttle or bike recommended
Best For
History, New England charm, lighthouses, coastal strolls
Don't Miss
Katharine Hepburn Cultural Arts Center and Fort Saybrook Monument Park

Getting Ashore

American Cruise Lines small ships tie up directly at Saybrook Point Marina — no tendering required.

Getting Ashore

  • 1
    Dock at Saybrook Point MarinaShips moor directly at the marina at the foot of College Street. Step ashore to the dock area with immediate access to the causeway and resort.
  • 2
    Walk the Causeway to FenwickA scenic 0.5-mile causeway leads from the marina toward the Fenwick peninsula, with views of Lynde Point Lighthouse and the Connecticut River mouth.
  • 3
    Reach Main Street (1.5 miles)Main Street historic downtown is about 1.5 miles from the dock. Check if your cruise line offers a shuttle; otherwise Uber/Lyft operate here, or rent a bike — Old Saybrook is very flat.

💡 Pro move: No dedicated cruise terminal. The marina is well-equipped but this is a small-ship port — plan accordingly.

Piers & Tendering by Cruise Line

Only small expedition-style ships (primarily American Cruise Lines) call at Old Saybrook; they tie up at Saybrook Point Marina.

Cruise LineTypical Berth / ArrivalDock or Tender
American Cruise LinesSaybrook Point Marina, College Street📍Docked
Other small/expedition shipsSaybrook Point Marina or Safe Harbor Ferry Point📍Docked

Top Excursions

Old Saybrook punches above its size with lighthouse cruises, historic walking tours, beach access, and a genuine Katharine Hepburn connection.

History

Old Saybrook Main Street Walking Tour

Stroll one of Connecticut's oldest downtowns, settled in 1635. See the 1767 General William Hart House (now the Old Saybrook Historical Society) on Main Street, and over 100 historically designated homes. Near Saybrook Point, the Yale Boulder in Cypress Cemetery marks where the Collegiate School — later Yale University — started in 1701.

⏱ 1.5–2 hrs🚶 Easy🆓 Free self-guided
Find walking tour guides →
Iconic

Lighthouse Cruise from Saybrook Point

Board a Seabird Cruises boat for a narrated tour past Lynde Point Lighthouse and the offshore Saybrook Breakwater Light — both largely inaccessible by land. A classic Connecticut River estuary experience.

⏱ 1–1.5 hrs🚤 Boat tour📷 Iconic
Find lighthouse cruise tickets →
Culture

Katharine Hepburn Cultural Arts Center

Old Saybrook's most famous resident spent summers in the private Fenwick borough here. The Kate — housed in the restored 1911 town hall and theater building on Main Street, opened as the arts center in 2009 — celebrates her legacy with a 285-seat theater, the Katharine Hepburn Museum, and live performances.

⏱ 1 hr🎭 Arts & culture💵 Paid (shows vary)
Check The Kate schedule →
Nature

Fort Saybrook Monument Park & Salt Marsh Boardwalk

Walk the boardwalk over tidal salt marshes at the site of the original 1635 English settlement. Historical markers trace the colonial past; osprey and herons are common year-round.

⏱ 45–60 min🚶 Easy boardwalk🆓 Free
Find nature walk tours →
Relax

Harvey's Beach & Long Island Sound

Old Saybrook's town beach on Long Island Sound — a calm, sandy stretch ideal for a summer swim or a stroll. The sound's protected waters make for gentle conditions.

⏱ 1–2 hrs🏖️ Beach💵 Seasonal parking fee
Find beach day packages →
Adventure

Connecticut River Kayak or Paddleboard

Paddle the broad lower Connecticut River through one of the most ecologically significant river mouths on the East Coast. Rentals available near the marina.

⏱ 2–3 hrs🛶 Moderate💵 Rental required
Find kayak rentals →

Self-Guided Walks & Hikes

Old Saybrook is flat and very walkable — the marina-to-Main Street corridor and the Fenwick causeway are the two essential routes.

Marina to Main Street Stroll

1.5 miles one way | Easy | ~30 min

Walk from Saybrook Point Marina along College Street to the historic downtown. Pass the marina resort, then head up Main Street past The Kate, shops, and the General William Hart House.

  1. StartSaybrook Point Marina, Old Saybrook, CT
  2. StopKatharine Hepburn Cultural Arts Center, Old Saybrook, CT
  3. EndMain Street, Old Saybrook, CT
🗺️ See full route in Maps →

Causeway & Fenwick Peninsula Walk

0.5 miles | Easy | ~15 min

The scenic causeway connects the marina area to the exclusive Fenwick borough, with panoramic views of Lynde Point Lighthouse, the Connecticut River mouth, and Long Island Sound. Katharine Hepburn's private estate is in Fenwick.

  1. StartSaybrook Point Marina, Old Saybrook, CT
  2. EndFenwick, Old Saybrook, CT
🗺️ See full route in Maps →

Weather & Best Time to Visit

Climate normals for Old Saybrook, Connecticut, USA (2014–2023 averages). Pack for the month you sail — highs, lows, and how many rainy days to expect.

MonthAvg HighAvg LowRainy DaysSunriseSunset
Jan38°F / 3°C26°F / -3°C107:13 AM4:45 PM
Feb40°F / 4°C26°F / -3°C106:44 AM5:23 PM
Mar45°F / 7°C31°F / -1°C117:00 AM6:56 PM
Apr54°F / 12°C41°F / 5°C126:09 AM7:29 PM
May64°F / 18°C51°F / 11°C125:30 AM8:01 PM
Jun73°F / 23°C60°F / 16°C115:16 AM8:24 PM
Jul80°F / 27°C68°F / 20°C115:29 AM8:20 PM
Aug79°F / 26°C68°F / 20°C115:59 AM7:47 PM
Sep73°F / 23°C61°F / 16°C96:30 AM6:57 PM
Oct63°F / 17°C52°F / 11°C117:01 AM6:07 PM
Nov52°F / 11°C40°F / 4°C96:38 AM4:29 PM
Dec44°F / 7°C33°F / 1°C127:08 AM4:20 PM

Source: Open-Meteo ERA5 (10-yr daily averages)

Insider Tips

  • 🚲
    Bike it: Old Saybrook is exceptionally flat — if your ship has bikes, use them. The causeway, Main Street, and beachfront are all easy cycling distance from the marina.
  • 🚌
    Shuttle or rideshare: Main Street is 1.5 miles from the dock. Check with your cruise director for a complimentary shuttle; otherwise Uber/Lyft generally work but can have wait times in this small town.
  • 🦞
    Eat local: Liv's Oyster Bar on Main Street is the local standout — outstanding oysters and fish tacos. Penny Lane Pub is great for a casual fish and chips.
  • 🏛️
    History bonus: The Yale Boulder in Cypress Cemetery, near Saybrook Point, marks where the Collegiate School that became Yale University was established in 1701 before moving to New Haven in 1716.
  • Weather window: Old Saybrook cruises run spring through fall. New England weather shifts quickly — pack a light layer even on sunny days, especially near the water.

Cruises Calling Here

Upcoming cruises that call at Old Saybrook, Connecticut, USA. Dates, prices, and ports of call change — always confirm with the cruise line before booking.

ACL American Eagle
American Cruise Lines Cruises
New York → Boston
⚓ Calls 02 Jul 20267 nights10 portsDeparts 2026 Jun 30
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 30 JunDeparting from New York, NYC Manhattan-Brooklyn
  2. 30 JunNew York, NYC Manhattan-Brooklyn
  3. 01 JulLong Island New York, Sag Harbor, Port Jefferson
  4. 02 JulOld Saybrook CT, Connecticut
  5. 02 JulOld Saybrook CT, Connecticut
  6. 02 JulOld Saybrook CT, Connecticut
  7. 03 JulNew London CT, Connecticut, Mystic Seaport
  8. 04 JulNewport RI, Rhode Island
  9. 06 JulPlymouth MA, Massachusetts
  10. 07 JulArriving in Boston, Massachusetts
Find this cruise to book →
$6350from / pp
ACL American Eagle
American Cruise Lines Cruises
Boston → New York
⚓ Calls 12 Jul 20266 nights11 portsDeparts 2026 Jul 07
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 07 JulDeparting from Boston, Massachusetts
  2. 07 JulBoston, Massachusetts
  3. 08 JulPlymouth MA, Massachusetts
  4. 08 JulCape Cod Canal, Massachusetts
  5. 09 JulNewport RI, Rhode Island
  6. 10 JulNew London CT, Connecticut, Mystic Seaport
  7. 11 JulLong Island New York, Sag Harbor, Port Jefferson
  8. 12 JulOld Saybrook CT, Connecticut
  9. 12 JulOld Saybrook CT, Connecticut
  10. 12 JulOld Saybrook CT, Connecticut
  11. 13 JulArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$6350from / pp
ACL American Eagle
American Cruise Lines Cruises
New York → Boston
⚓ Calls 10 Sep 20267 nights10 portsDeparts 2026 Sep 08
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 08 SepDeparting from New York, NYC Manhattan-Brooklyn
  2. 08 SepNew York, NYC Manhattan-Brooklyn
  3. 09 SepLong Island New York, Sag Harbor, Port Jefferson
  4. 10 SepOld Saybrook CT, Connecticut
  5. 10 SepOld Saybrook CT, Connecticut
  6. 10 SepOld Saybrook CT, Connecticut
  7. 11 SepNew London CT, Connecticut, Mystic Seaport
  8. 12 SepNewport RI, Rhode Island
  9. 14 SepPlymouth MA, Massachusetts
  10. 15 SepArriving in Boston, Massachusetts
Find this cruise to book →
$7190from / pp
ACL American Eagle
American Cruise Lines Cruises
Boston → New York
⚓ Calls 20 Sep 20266 nights11 portsDeparts 2026 Sep 15
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 15 SepDeparting from Boston, Massachusetts
  2. 15 SepBoston, Massachusetts
  3. 16 SepPlymouth MA, Massachusetts
  4. 16 SepCape Cod Canal, Massachusetts
  5. 17 SepNewport RI, Rhode Island
  6. 18 SepNew London CT, Connecticut, Mystic Seaport
  7. 19 SepLong Island New York, Sag Harbor, Port Jefferson
  8. 20 SepOld Saybrook CT, Connecticut
  9. 20 SepOld Saybrook CT, Connecticut
  10. 20 SepOld Saybrook CT, Connecticut
  11. 21 SepArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7190from / pp
ACL American Legend
American Cruise Lines Cruises
Boston → New York
⚓ Calls 30 Sep 20266 nights11 portsDeparts 2026 Sep 25
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 25 SepDeparting from Boston, Massachusetts
  2. 25 SepBoston, Massachusetts
  3. 26 SepPlymouth MA, Massachusetts
  4. 26 SepCape Cod Canal, Massachusetts
  5. 27 SepNewport RI, Rhode Island
  6. 28 SepNew London CT, Connecticut, Mystic Seaport
  7. 29 SepLong Island New York, Sag Harbor, Port Jefferson
  8. 30 SepOld Saybrook CT, Connecticut
  9. 30 SepOld Saybrook CT, Connecticut
  10. 30 SepOld Saybrook CT, Connecticut
  11. 01 OctArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$8395from / pp
ACL American Glory
American Cruise Lines Cruises
Boston → New York
⚓ Calls 03 Oct 20266 nights11 portsDeparts 2026 Sep 28
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 28 SepDeparting from Boston, Massachusetts
  2. 28 SepBoston, Massachusetts
  3. 29 SepPlymouth MA, Massachusetts
  4. 29 SepCape Cod Canal, Massachusetts
  5. 30 SepNewport RI, Rhode Island
  6. 01 OctNew London CT, Connecticut, Mystic Seaport
  7. 02 OctLong Island New York, Sag Harbor, Port Jefferson
  8. 03 OctOld Saybrook CT, Connecticut
  9. 03 OctOld Saybrook CT, Connecticut
  10. 03 OctOld Saybrook CT, Connecticut
  11. 04 OctArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7190from / pp
ACL American Maverick
American Cruise Lines Cruises
Boston → New York
⚓ Calls 14 Oct 20266 nights11 portsDeparts 2026 Oct 09
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 09 OctDeparting from Boston, Massachusetts
  2. 09 OctBoston, Massachusetts
  3. 10 OctPlymouth MA, Massachusetts
  4. 10 OctCape Cod Canal, Massachusetts
  5. 11 OctNewport RI, Rhode Island
  6. 12 OctNew London CT, Connecticut, Mystic Seaport
  7. 13 OctLong Island New York, Sag Harbor, Port Jefferson
  8. 14 OctOld Saybrook CT, Connecticut
  9. 14 OctOld Saybrook CT, Connecticut
  10. 14 OctOld Saybrook CT, Connecticut
  11. 15 OctArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7835from / pp
ACL American Glory
American Cruise Lines Cruises
New York → Boston
⚓ Calls 24 May 20277 nights10 portsDeparts 2027 May 22
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 22 MayDeparting from New York, NYC Manhattan-Brooklyn
  2. 22 MayNew York, NYC Manhattan-Brooklyn
  3. 23 MayLong Island New York, Sag Harbor, Port Jefferson
  4. 24 MayOld Saybrook CT, Connecticut
  5. 24 MayOld Saybrook CT, Connecticut
  6. 24 MayOld Saybrook CT, Connecticut
  7. 25 MayNew London CT, Connecticut, Mystic Seaport
  8. 26 MayNewport RI, Rhode Island
  9. 28 MayPlymouth MA, Massachusetts
  10. 29 MayArriving in Boston, Massachusetts
Find this cruise to book →
$6350from / pp
ACL American Legend
American Cruise Lines Cruises
New York → Boston
⚓ Calls 01 Jun 20277 nights10 portsDeparts 2027 May 30
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 30 MayDeparting from New York, NYC Manhattan-Brooklyn
  2. 30 MayNew York, NYC Manhattan-Brooklyn
  3. 31 MayLong Island New York, Sag Harbor, Port Jefferson
  4. 01 JunOld Saybrook CT, Connecticut
  5. 01 JunOld Saybrook CT, Connecticut
  6. 01 JunOld Saybrook CT, Connecticut
  7. 02 JunNew London CT, Connecticut, Mystic Seaport
  8. 03 JunNewport RI, Rhode Island
  9. 05 JunPlymouth MA, Massachusetts
  10. 06 JunArriving in Boston, Massachusetts
Find this cruise to book →
$7415from / pp
ACL American Glory
American Cruise Lines Cruises
Boston → New York
⚓ Calls 03 Jun 20276 nights11 portsDeparts 2027 May 29
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 29 MayDeparting from Boston, Massachusetts
  2. 29 MayBoston, Massachusetts
  3. 30 MayPlymouth MA, Massachusetts
  4. 30 MayCape Cod Canal, Massachusetts
  5. 31 MayNewport RI, Rhode Island
  6. 01 JunNew London CT, Connecticut, Mystic Seaport
  7. 02 JunLong Island New York, Sag Harbor, Port Jefferson
  8. 03 JunOld Saybrook CT, Connecticut
  9. 03 JunOld Saybrook CT, Connecticut
  10. 03 JunOld Saybrook CT, Connecticut
  11. 04 JunArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$6350from / pp
ACL American Glory
American Cruise Lines Cruises
New York → Boston
⚓ Calls 07 Jun 20277 nights10 portsDeparts 2027 Jun 05
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 05 JunDeparting from New York, NYC Manhattan-Brooklyn
  2. 05 JunNew York, NYC Manhattan-Brooklyn
  3. 06 JunLong Island New York, Sag Harbor, Port Jefferson
  4. 07 JunOld Saybrook CT, Connecticut
  5. 07 JunOld Saybrook CT, Connecticut
  6. 07 JunOld Saybrook CT, Connecticut
  7. 08 JunNew London CT, Connecticut, Mystic Seaport
  8. 09 JunNewport RI, Rhode Island
  9. 11 JunPlymouth MA, Massachusetts
  10. 12 JunArriving in Boston, Massachusetts
Find this cruise to book →
$6350from / pp
ACL American Legend
American Cruise Lines Cruises
Boston → New York
⚓ Calls 11 Jun 20276 nights11 portsDeparts 2027 Jun 06
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 06 JunDeparting from Boston, Massachusetts
  2. 06 JunBoston, Massachusetts
  3. 07 JunPlymouth MA, Massachusetts
  4. 07 JunCape Cod Canal, Massachusetts
  5. 08 JunNewport RI, Rhode Island
  6. 09 JunNew London CT, Connecticut, Mystic Seaport
  7. 10 JunLong Island New York, Sag Harbor, Port Jefferson
  8. 11 JunOld Saybrook CT, Connecticut
  9. 11 JunOld Saybrook CT, Connecticut
  10. 11 JunOld Saybrook CT, Connecticut
  11. 12 JunArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7415from / pp
ACL American Legend
American Cruise Lines Cruises
New York → Boston
⚓ Calls 15 Jun 20277 nights10 portsDeparts 2027 Jun 13
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 13 JunDeparting from New York, NYC Manhattan-Brooklyn
  2. 13 JunNew York, NYC Manhattan-Brooklyn
  3. 14 JunLong Island New York, Sag Harbor, Port Jefferson
  4. 15 JunOld Saybrook CT, Connecticut
  5. 15 JunOld Saybrook CT, Connecticut
  6. 15 JunOld Saybrook CT, Connecticut
  7. 16 JunNew London CT, Connecticut, Mystic Seaport
  8. 17 JunNewport RI, Rhode Island
  9. 19 JunPlymouth MA, Massachusetts
  10. 20 JunArriving in Boston, Massachusetts
Find this cruise to book →
$7415from / pp
ACL American Legend
American Cruise Lines Cruises
Boston → New York
⚓ Calls 23 Jul 20276 nights11 portsDeparts 2027 Jul 18
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 18 JulDeparting from Boston, Massachusetts
  2. 18 JulBoston, Massachusetts
  3. 19 JulPlymouth MA, Massachusetts
  4. 19 JulCape Cod Canal, Massachusetts
  5. 20 JulNewport RI, Rhode Island
  6. 21 JulNew London CT, Connecticut, Mystic Seaport
  7. 22 JulLong Island New York, Sag Harbor, Port Jefferson
  8. 23 JulOld Saybrook CT, Connecticut
  9. 23 JulOld Saybrook CT, Connecticut
  10. 23 JulOld Saybrook CT, Connecticut
  11. 24 JulArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7415from / pp
ACL American Legend
American Cruise Lines Cruises
New York → Boston
⚓ Calls 27 Jul 20277 nights10 portsDeparts 2027 Jul 25
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 25 JulDeparting from New York, NYC Manhattan-Brooklyn
  2. 25 JulNew York, NYC Manhattan-Brooklyn
  3. 26 JulLong Island New York, Sag Harbor, Port Jefferson
  4. 27 JulOld Saybrook CT, Connecticut
  5. 27 JulOld Saybrook CT, Connecticut
  6. 27 JulOld Saybrook CT, Connecticut
  7. 28 JulNew London CT, Connecticut, Mystic Seaport
  8. 29 JulNewport RI, Rhode Island
  9. 31 JulPlymouth MA, Massachusetts
  10. 01 AugArriving in Boston, Massachusetts
Find this cruise to book →
$7415from / pp
ACL American Maverick
American Cruise Lines Cruises
Boston → New York
⚓ Calls 31 Oct 20276 nights11 portsDeparts 2027 Oct 26
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 26 OctDeparting from Boston, Massachusetts
  2. 26 OctBoston, Massachusetts
  3. 27 OctPlymouth MA, Massachusetts
  4. 27 OctCape Cod Canal, Massachusetts
  5. 28 OctNewport RI, Rhode Island
  6. 29 OctNew London CT, Connecticut, Mystic Seaport
  7. 30 OctLong Island New York, Sag Harbor, Port Jefferson
  8. 31 OctOld Saybrook CT, Connecticut
  9. 31 OctOld Saybrook CT, Connecticut
  10. 31 OctOld Saybrook CT, Connecticut
  11. 01 NovArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7835from / pp
ACL American Glory
American Cruise Lines Cruises
New York → Boston
⚓ Calls 17 May 20287 nights10 portsDeparts 2028 May 15
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 15 MayDeparting from New York, NYC Manhattan-Brooklyn
  2. 15 MayNew York, NYC Manhattan-Brooklyn
  3. 16 MayLong Island New York, Sag Harbor, Port Jefferson
  4. 17 MayOld Saybrook CT, Connecticut
  5. 17 MayOld Saybrook CT, Connecticut
  6. 17 MayOld Saybrook CT, Connecticut
  7. 18 MayNew London CT, Connecticut, Mystic Seaport
  8. 19 MayNewport RI, Rhode Island
  9. 21 MayPlymouth MA, Massachusetts
  10. 22 MayArriving in Boston, Massachusetts
Find this cruise to book →
$6350from / pp
ACL American Glory
American Cruise Lines Cruises
Boston → New York
⚓ Calls 27 May 20286 nights11 portsDeparts 2028 May 22
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 22 MayDeparting from Boston, Massachusetts
  2. 22 MayBoston, Massachusetts
  3. 23 MayPlymouth MA, Massachusetts
  4. 23 MayCape Cod Canal, Massachusetts
  5. 24 MayNewport RI, Rhode Island
  6. 25 MayNew London CT, Connecticut, Mystic Seaport
  7. 26 MayLong Island New York, Sag Harbor, Port Jefferson
  8. 27 MayOld Saybrook CT, Connecticut
  9. 27 MayOld Saybrook CT, Connecticut
  10. 27 MayOld Saybrook CT, Connecticut
  11. 28 MayArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$6350from / pp
ACL American Glory
American Cruise Lines Cruises
New York → Boston
⚓ Calls 31 May 20287 nights10 portsDeparts 2028 May 29
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 29 MayDeparting from New York, NYC Manhattan-Brooklyn
  2. 29 MayNew York, NYC Manhattan-Brooklyn
  3. 30 MayLong Island New York, Sag Harbor, Port Jefferson
  4. 31 MayOld Saybrook CT, Connecticut
  5. 31 MayOld Saybrook CT, Connecticut
  6. 31 MayOld Saybrook CT, Connecticut
  7. 01 JunNew London CT, Connecticut, Mystic Seaport
  8. 02 JunNewport RI, Rhode Island
  9. 04 JunPlymouth MA, Massachusetts
  10. 05 JunArriving in Boston, Massachusetts
Find this cruise to book →
$6350from / pp
ACL American Glory
American Cruise Lines Cruises
Boston → New York
⚓ Calls 10 Jun 20286 nights11 portsDeparts 2028 Jun 05
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 05 JunDeparting from Boston, Massachusetts
  2. 05 JunBoston, Massachusetts
  3. 06 JunPlymouth MA, Massachusetts
  4. 06 JunCape Cod Canal, Massachusetts
  5. 07 JunNewport RI, Rhode Island
  6. 08 JunNew London CT, Connecticut, Mystic Seaport
  7. 09 JunLong Island New York, Sag Harbor, Port Jefferson
  8. 10 JunOld Saybrook CT, Connecticut
  9. 10 JunOld Saybrook CT, Connecticut
  10. 10 JunOld Saybrook CT, Connecticut
  11. 11 JunArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$6350from / pp
ACL American Legend
American Cruise Lines Cruises
New York → Boston
⚓ Calls 12 Jun 20287 nights10 portsDeparts 2028 Jun 10
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 10 JunDeparting from New York, NYC Manhattan-Brooklyn
  2. 10 JunNew York, NYC Manhattan-Brooklyn
  3. 11 JunLong Island New York, Sag Harbor, Port Jefferson
  4. 12 JunOld Saybrook CT, Connecticut
  5. 12 JunOld Saybrook CT, Connecticut
  6. 12 JunOld Saybrook CT, Connecticut
  7. 13 JunNew London CT, Connecticut, Mystic Seaport
  8. 14 JunNewport RI, Rhode Island
  9. 16 JunPlymouth MA, Massachusetts
  10. 17 JunArriving in Boston, Massachusetts
Find this cruise to book →
$7415from / pp
ACL American Legend
American Cruise Lines Cruises
Boston → New York
⚓ Calls 22 Jun 20286 nights11 portsDeparts 2028 Jun 17
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 17 JunDeparting from Boston, Massachusetts
  2. 17 JunBoston, Massachusetts
  3. 18 JunPlymouth MA, Massachusetts
  4. 18 JunCape Cod Canal, Massachusetts
  5. 19 JunNewport RI, Rhode Island
  6. 20 JunNew London CT, Connecticut, Mystic Seaport
  7. 21 JunLong Island New York, Sag Harbor, Port Jefferson
  8. 22 JunOld Saybrook CT, Connecticut
  9. 22 JunOld Saybrook CT, Connecticut
  10. 22 JunOld Saybrook CT, Connecticut
  11. 23 JunArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7415from / pp
ACL American Legend
American Cruise Lines Cruises
New York → Boston
⚓ Calls 26 Jun 20287 nights10 portsDeparts 2028 Jun 24
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 24 JunDeparting from New York, NYC Manhattan-Brooklyn
  2. 24 JunNew York, NYC Manhattan-Brooklyn
  3. 25 JunLong Island New York, Sag Harbor, Port Jefferson
  4. 26 JunOld Saybrook CT, Connecticut
  5. 26 JunOld Saybrook CT, Connecticut
  6. 26 JunOld Saybrook CT, Connecticut
  7. 27 JunNew London CT, Connecticut, Mystic Seaport
  8. 28 JunNewport RI, Rhode Island
  9. 30 JunPlymouth MA, Massachusetts
  10. 01 JulArriving in Boston, Massachusetts
Find this cruise to book →
$7415from / pp
ACL American Legend
American Cruise Lines Cruises
Boston → New York
⚓ Calls 27 Jul 20286 nights11 portsDeparts 2028 Jul 22
View itinerary · 11 ports
6 days, one-way from Boston to New York
  1. 22 JulDeparting from Boston, Massachusetts
  2. 22 JulBoston, Massachusetts
  3. 23 JulPlymouth MA, Massachusetts
  4. 23 JulCape Cod Canal, Massachusetts
  5. 24 JulNewport RI, Rhode Island
  6. 25 JulNew London CT, Connecticut, Mystic Seaport
  7. 26 JulLong Island New York, Sag Harbor, Port Jefferson
  8. 27 JulOld Saybrook CT, Connecticut
  9. 27 JulOld Saybrook CT, Connecticut
  10. 27 JulOld Saybrook CT, Connecticut
  11. 28 JulArriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$7415from / pp
ACL American Legend
American Cruise Lines Cruises
New York → Boston
⚓ Calls 31 Jul 20287 nights10 portsDeparts 2028 Jul 29
View itinerary · 10 ports
7 days, one-way from New York to Boston
  1. 29 JulDeparting from New York, NYC Manhattan-Brooklyn
  2. 29 JulNew York, NYC Manhattan-Brooklyn
  3. 30 JulLong Island New York, Sag Harbor, Port Jefferson
  4. 31 JulOld Saybrook CT, Connecticut
  5. 31 JulOld Saybrook CT, Connecticut
  6. 31 JulOld Saybrook CT, Connecticut
  7. 01 AugNew London CT, Connecticut, Mystic Seaport
  8. 02 AugNewport RI, Rhode Island
  9. 04 AugPlymouth MA, Massachusetts
  10. 05 AugArriving in Boston, Massachusetts
Find this cruise to book →
$7415from / pp
See more cruises visiting Old Saybrook →

Itineraries and prices change — always confirm with the cruise line before booking. Some links are affiliate links that may earn us a commission at no extra cost to you.