Best results for Sailing

Sail to Wood Island and tour inside the lighthouse and keeper’s house

Sail out for Waikiki’s Friday fireworks with sunset views

Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran

Sail to a secluded beach near Fort McRee for swimming, paddleboarding, and lunch on a private 6-hour charter

Sail Grand Lagoon and Shell Island with complimentary drinks while spotting dolphins

Sail Pensacola waters and snorkel shallow sites with gear, instruction, and a licensed captain

Small, intimate cruises available for private charter

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

Learn to design, build, and repair sails in a hands-on two-day class

Cruise Grand Lagoon, then sail toward the Gulf of Mexico for sunset views

Book two separate trips: an Alcatraz visit plus a Bay sail on Adventure Cat

Sail into a Gorge sunset on a romantic 2-hour cruise aboard Wy'East

Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard

Spend two days exploring charming North Shore towns with a private sunset sail and landmark stops

Cruise Lake Tahoe at sunset with live local music

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Sail Boston during Sail Boston 2026 on the restored Schooner Hindu

Taste Truro Vineyards pours on a 2-hour schooner sail in Provincetown

1.5-hour private sunset sail with wine, beer, and non-alcoholic drinks

Private Waikiki afternoon catamaran sail with Diamond Head views and beach boarding

Watch Honolulu’s Friday-night fireworks from a private sail

Sail to see the Blue Angels practice from the water (up to 6 guests)

Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting

Join an informal sailboat race and dockside after-party in Mission Bay