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Top 10 Best USA Sailing Trips

Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 19
 

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

(5 of 2 reviews)

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on board sound system with Tiki-Oki, and the friendliest most fun captains around. You'll be sure to have... More

Free Cancellation
Private Tour
Start From $349.00
 
Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise Likely to Sell Out

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

  • USA
  • Superb2 reviews5

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, b....

    Free Cancellation
    Private Tour
    Start From $349.00
 
 

Key West Nighttime Full Moon Sail

(5 of 10 reviews)

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moo... More

Free Cancellation
Private Tour
Start From $83.85
 
Key West Nighttime Full Moon Sail Likely to Sell Out

Key West Nighttime Full Moon Sail

  • USA
  • Superb10 reviews5

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1....

    Free Cancellation
    Private Tour
    Start From $83.85
 
 

Honolulu Sailing and Snorkeling Activity

(5 of 10 reviews)

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine creatures that call the Hawaiian islands home.... More

Free Cancellation
Private Tour
Start From $105.00
 
Honolulu Sailing and Snorkeling Activity Likely to Sell Out

Honolulu Sailing and Snorkeling Activity

  • USA
  • Superb10 reviews5

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine c....

    Free Cancellation
    Private Tour
    Start From $105.00
 
 

Original Cruisin Tikis Snorkeling Safari

(5 of 1 review)

The Snorkeling Safari is a must-do when visiting Destin. Pop open your favorite drinks and let your professional, USCG-licensed captain cruise you through the heart of Destin Harbor while you soak in the scenery and the good vibes... More

Free Cancellation
Private Tour
Start From $89.00
 
Original Cruisin Tikis Snorkeling Safari Likely to Sell Out

Original Cruisin Tikis Snorkeling Safari

  • USA
  • Superb1 review5

The Snorkeling Safari is a must-do when visiting Destin. Pop open your favorite drinks and let your ....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Miami: Ultimate Boat Party with Open Bar, DJ & After-Party

(5 of 1 review)

Sail into the vibrant Miami nightlife aboard a double-decker boat for the ultimate party experience. This 3-hour Miami booze cruise offers a unique nightclub atmosphere on the water, complete with a FREE open bar serving unlimited... More

Special Offer
Free Cancellation
Private Tour
Start From $123.71
(Saving 11% ) $139.00
 
-11% Miami: Ultimate Boat Party with Open Bar, DJ & After-Party Likely to Sell Out

Miami: Ultimate Boat Party with Open Bar, DJ & After-Party

  • USA
  • Superb1 review5

Sail into the vibrant Miami nightlife aboard a double-decker boat for the ultimate party experience.....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $123.71
    (Saving 11% ) $139.00
 
 

Moana’s Luxury semi-private Sunset Cruise on Nalu

(4.8 of 22 reviews)

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More

Special Offer
Free Cancellation
Private Tour
Start From $149.99
(Saving inf% ) $0.00
 
-inf% Moana’s Luxury semi-private Sunset Cruise on Nalu Likely to Sell Out

Moana’s Luxury semi-private Sunset Cruise on Nalu

  • USA
  • Superb22 reviews4.8

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $149.99
    (Saving inf% ) $0.00
 
 

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

(4.8 of 36 reviews)

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no... More

Special Offer
Free Cancellation
Private Tour
Start From $249.99
(Saving inf% ) $0.00
 
-inf% Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu Likely to Sell Out

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

  • USA
  • Superb36 reviews4.8

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $249.99
    (Saving inf% ) $0.00
 
 

Key West all Day Beach Pass from Miami

(4.8 of 36 reviews)

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More

Special Offer
Free Cancellation
Private Tour
Start From $169.99
(Saving inf% ) $0.00
 
-inf% Key West all Day Beach Pass from Miami Likely to Sell Out

Key West all Day Beach Pass from Miami

  • USA
  • Superb36 reviews4.8

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $169.99
    (Saving inf% ) $0.00
 
 

Sunset Sailing Seattle

(4.8 of 36 reviews)

I've been doing sailing tours for 10 years, and compared to the bigger boats, with more passengers, I offer more intimate setting with great history on an antique modern sailing yacht.... More

Special Offer
Free Cancellation
Private Tour
Start From $125.00
(Saving inf% ) $0.00
 
-inf% Sunset Sailing Seattle Likely to Sell Out

Sunset Sailing Seattle

  • USA
  • Superb36 reviews4.8

I've been doing sailing tours for 10 years, and compared to the bigger boats, with more passengers, ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $125.00
    (Saving inf% ) $0.00
 
 

Lahaina Maui Afternoon Whale Watch Sail in Humpback Sanctuary

(5 of 1 review)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Special Offer
Free Cancellation
Private Tour
Start From $110.28
(Saving inf% ) $0.00
 
-inf% Lahaina Maui Afternoon Whale Watch Sail in Humpback Sanctuary Likely to Sell Out

Lahaina Maui Afternoon Whale Watch Sail in Humpback Sanctuary

  • USA
  • Superb1 review5

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $110.28
    (Saving inf% ) $0.00
 
 

Portland ME: Casco Bay Boat Tour w/ Island Yoga + Mimosas or Wine

(5 of 2 reviews)

This experience combines three things you rarely get in one outing: a small-group boat tour, yoga on a Casco Bay island, and a celebratory drink on the water. Choose a morning experience with mimosas and bakery favorites or an aft... More

Special Offer
Free Cancellation
Private Tour
Start From $185.00
(Saving inf% ) $0.00
 
-inf% Portland ME: Casco Bay Boat Tour w/ Island Yoga + Mimosas or Wine Likely to Sell Out

Portland ME: Casco Bay Boat Tour w/ Island Yoga + Mimosas or Wine

  • USA
  • Superb2 reviews5

This experience combines three things you rarely get in one outing: a small-group boat tour, yoga on....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $185.00
    (Saving inf% ) $0.00
 
 

All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

(5 of 2 reviews)

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks,... More

Special Offer
Free Cancellation
Private Tour
Start From $1,100.00
(Saving inf% ) $0.00
 
-inf% All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg Likely to Sell Out

All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

  • USA
  • Superb2 reviews5

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,100.00
    (Saving inf% ) $0.00
 
 

Private Half Day Sailing Charter in Portland Maine

(5 of 1 review)

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa, a family-run small business charter sailboat, with a coast... More

Special Offer
Free Cancellation
Private Tour
Start From $475.00
(Saving inf% ) $0.00
 
-inf% Private Half Day Sailing Charter in Portland Maine Likely to Sell Out

Private Half Day Sailing Charter in Portland Maine

  • USA
  • Superb1 review5

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast.....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $475.00
    (Saving inf% ) $0.00
 
 

San Diego's first ever Family Sailing Tours

(5 of 6 reviews)

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monke... More

Special Offer
Free Cancellation
Private Tour
Start From $975.00
(Saving inf% ) $0.00
 
-inf% San Diego's first ever Family Sailing Tours Likely to Sell Out

San Diego's first ever Family Sailing Tours

  • USA
  • Superb6 reviews5

We are based in San Diego and we are designed for families. Our whole mission is to bring families c....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $975.00
    (Saving inf% ) $0.00
 
 

Exciting Public Afternoon Sail on our Newest Sailboat

(5 of 6 reviews)

Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon Public Sail is the perfect balance. With a maximum of just 6 guests onboard, you’ll enjoy an intimate, relaxed atmosphere. Aboar... More

Special Offer
Free Cancellation
Private Tour
Start From $153.85
(Saving inf% ) $0.00
 
-inf% Exciting Public Afternoon Sail on our Newest Sailboat Likely to Sell Out

Exciting Public Afternoon Sail on our Newest Sailboat

  • USA
  • Superb6 reviews5

Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $153.85
    (Saving inf% ) $0.00
 
 

Palm Beach Pink Boat Charter with Captain

(5 of 6 reviews)

Experience the ultimate luxury bachelorette party boat in Palm Beach and Jupiter with Boat Bach — South Florida’s pink party boat for unforgettable girls’ trips, birthdays, bridal showers, and sunset cruises. Cruise the beau... More

Special Offer
Free Cancellation
Private Tour
Start From $1,800.00
(Saving inf% ) $0.00
 
-inf% Palm Beach Pink Boat Charter with Captain Likely to Sell Out

Palm Beach Pink Boat Charter with Captain

  • USA
  • Superb6 reviews5

Experience the ultimate luxury bachelorette party boat in Palm Beach and Jupiter with Boat Bach — ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,800.00
    (Saving inf% ) $0.00
 
 

Private Sailing Charters: Island Adventures and Sunset Cruises

(5 of 9 reviews)

Set sail on a private charter with Water Music Charters, offering an unforgettable experience along Folly Beach and Charleston's vibrant waters. With over 25 years of service, enjoy the tranquility of sunset sails, spot dolphins a... More

Special Offer
Free Cancellation
Private Tour
Start From $350.00
(Saving inf% ) $0.00
 
-inf% Private Sailing Charters: Island Adventures and Sunset Cruises Likely to Sell Out

Private Sailing Charters: Island Adventures and Sunset Cruises

  • USA
  • Superb9 reviews5

Set sail on a private charter with Water Music Charters, offering an unforgettable experience along ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $350.00
    (Saving inf% ) $0.00
 
 

Sailing Charter on san diego bay for up to 6 guests

(5 of 2 reviews)

While sailing on your private boat tour on the San Diego bay, enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea life including Sea Li... More

Special Offer
Free Cancellation
Private Tour
Start From $800.00
(Saving inf% ) $0.00
 
-inf% Sailing Charter on san diego bay for up to 6 guests Likely to Sell Out

Sailing Charter on san diego bay for up to 6 guests

  • USA
  • Superb2 reviews5

While sailing on your private boat tour on the San Diego bay, enjoy breathtaking views of downtown, ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $800.00
    (Saving inf% ) $0.00
 
 

Waikiki private Day Tour and Sunset sail for couples

(5 of 17 reviews)

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More

Special Offer
Free Cancellation
Private Tour
Start From $300.00
(Saving inf% ) $0.00
 
-inf% Waikiki private Day Tour and Sunset sail for couples Likely to Sell Out

Waikiki private Day Tour and Sunset sail for couples

  • USA
  • Superb17 reviews5

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $300.00
    (Saving inf% ) $0.00
 
 

Sound of the Ocean Whale Watch Sail

(5 of 1 review)

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them too. With a partnership with the award-winning immersive experience “Sounds ... More

Special Offer
Free Cancellation
Private Tour
Start From $163.68
(Saving inf% ) $0.00
 
-inf% Sound of the Ocean Whale Watch Sail Likely to Sell Out

Sound of the Ocean Whale Watch Sail

  • USA
  • Superb1 review5

Step aboard a boat and experience whale watching like never before. On this special cruise, see hump....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $163.68
    (Saving inf% ) $0.00
 
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